The Tim Ferriss Show - #694: Sam Corcos, Co-Founder of Levels — The Ultimate Guide to Virtual Assistants, 10x Delegation, and Winning Freedom by Letting Go (Plus: Creating Leverage with Tools, Systems, and Processes)
Episode Date: September 20, 2023Brought to you by Sundays for Dogs ultra-high-quality dog food, AG1 all-in-one nutritional supplement, and Shopify global commerce platform, providing tools to start, grow..., market, and manage a retail business.Sam Corcos (@samcorcos) is the CEO and Co-founder of Levels, an a16z-backed startup that shows you how food affects your health using continuous glucose monitors and other biosensors.Please enjoy!*This episode is brought to you by Sundays for Dogs, ultra-high-quality dog food without the prep or mess! I want to give my pooch, Molly, the best of everything. This is especially true when it comes to the ingredient quality of her food. But most healthy dog foods are an expensive, frozen mess. They’re a hassle to thaw and serve, and the prep work eats up time I’d rather spend hiking with Molly. Sundays for Dogs solves my problem with air-dried, high-quality dog food I can store and pour right from my pantry.The magic behind Sundays for Dogs is in their proprietary air-drying method. To lock in nutrients, they gently dry the meat, low and slow. Unlike other dry brands, which are filled with hyper-processed grains and synthetic vitamins, Sundays for Dogs uses only all-natural poultry and USDA-grade beef. And meat makes up 90% of their recipes. The other 10% are fruits and veggies, ingredients you’d find at the farmer’s market, not at the pharmacy.Get 35% off your first order of Sundays for Dogs by going to SundaysForDogs.com/TIM or by using code TIM at checkout. Upgrade your pup to Sundays for Dogs and feel great about the food you feed your best friend.*This episode is also brought to you by AG1! I get asked all the time, “If you could use only one supplement, what would it be?” My answer is usually AG1, my all-in-one nutritional insurance. I recommended it in The 4-Hour Body in 2010 and did not get paid to do so. I do my best with nutrient-dense meals, of course, but AG1 further covers my bases with vitamins, minerals, and whole-food-sourced micronutrients that support gut health and the immune system. Right now, you’ll get a 1-year supply of Vitamin D free with your first subscription purchase—a vital nutrient for a strong immune system and strong bones. Visit DrinkAG1.com/Tim to claim this special offer today and receive your 1-year supply of Vitamin D (and 5 free AG1 travel packs) with your first subscription purchase! That’s up to a one-year supply of Vitamin D as added value when you try their delicious and comprehensive daily, foundational nutrition supplement that supports whole-body health.*This episode is also brought to you by Shopify! Shopify is one of my favorite platforms and one of my favorite companies. Shopify is designed for anyone to sell anywhere, giving entrepreneurs the resources once reserved for big business. In no time flat, you can have a great-looking online store that brings your ideas to life, and you can have the tools to manage your day-to-day and drive sales. No coding or design experience required.Go to shopify.com/Tim to sign up for a one-dollar-per-month trial period. It’s a great deal for a great service, so I encourage you to check it out. Take your business to the next level today by visiting shopify.com/Tim.*[05:08] Delegation implementation and common mistakes.[11:07] Recommended reading for delegators, delegatees, and all humans.[13:26] Building a company culture that treats people like adults.[15:01] Tools for performance and communication accountability.[20:39] Why Sam considers Loom the “most important” tool in the kit.[24:18] Friday Forum.[27:17] Acclimating the recording-averse to Loom.[30:40] Organizing Loom recordings for later search and use.[36:35] Common challenges of sourcing and properly utilizing EAs/chiefs of staff.[43:19] Novelty-seeking and board games.[44:35] Vetting, pairing, and onboarding EAs and chiefs of staff.[48:38] News and social media sobriety.[55:20] Why does new employee onboarding take a month at Levels?[1:00:59] What most delegators wish they’d known as newbs.[1:04:57] Loom security and privacy concerns.[1:08:10] From to-do list to calendar.[1:13:17] How Sam skips the to-do list entirely.[1:16:49] General schedule and repeating items.[1:18:22] Scheduling stress reduction.[1:21:59] Selecting books and hosting themed salon dinners.[1:37:03] Calendly and related social hurdles.[1:38:42] Using email proactively.[1:41:23] The underrated power of hotkeys and shortcuts.[1:44:42] Scheduling spontaneity.[1:48:23] Calendar course correction.[1:49:59] How Sam utilizes multiple EAs.[1:51:58] Improvement growth for intermediate delegators.[1:58:56] The Working with Sam user manual.[2:04:20] Memo culture over meeting culture.[2:11:55] Fighting organizational entropy.[2:14:12] Raised secularly, what does Sam get out of theology?[2:22:54] The perils of postmodernism.[2:26:35] Network theory and relationship management.[2:39:33] The investor-swaying juice cart moment.[2:41:22] Metabolic health and the Levels mission.[2:45:29] Who is Levels hiring right now?[2:46:37] Physical over philosophical minimalism.[2:51:37] Why Sam has a travel-sized copy of the US Constitution.[2:55:21] Parting thoughts.*For show notes and past guests on The Tim Ferriss Show, please visit tim.blog/podcast.For deals from sponsors of The Tim Ferriss Show, please visit tim.blog/podcast-sponsorsSign up for Tim’s email newsletter (5-Bullet Friday) at tim.blog/friday.For transcripts of episodes, go to tim.blog/transcripts.Discover Tim’s books: tim.blog/books.Follow Tim:Twitter: twitter.com/tferriss Instagram: instagram.com/timferrissYouTube: youtube.com/timferrissFacebook: facebook.com/timferriss LinkedIn: linkedin.com/in/timferrissPast guests on The Tim Ferriss Show include Jerry Seinfeld, Hugh Jackman, Dr. Jane Goodall, LeBron James, Kevin Hart, Doris Kearns Goodwin, Jamie Foxx, Matthew McConaughey, Esther Perel, Elizabeth Gilbert, Terry Crews, Sia, Yuval Noah Harari, Malcolm Gladwell, Madeleine Albright, Cheryl Strayed, Jim Collins, Mary Karr, Maria Popova, Sam Harris, Michael Phelps, Bob Iger, Edward Norton, Arnold Schwarzenegger, Neil Strauss, Ken Burns, Maria Sharapova, Marc Andreessen, Neil Gaiman, Neil de Grasse Tyson, Jocko Willink, Daniel Ek, Kelly Slater, Dr. Peter Attia, Seth Godin, Howard Marks, Dr. Brené Brown, Eric Schmidt, Michael Lewis, Joe Gebbia, Michael Pollan, Dr. Jordan Peterson, Vince Vaughn, Brian Koppelman, Ramit Sethi, Dax Shepard, Tony Robbins, Jim Dethmer, Dan Harris, Ray Dalio, Naval Ravikant, Vitalik Buterin, Elizabeth Lesser, Amanda Palmer, Katie Haun, Sir Richard Branson, Chuck Palahniuk, Arianna Huffington, Reid Hoffman, Bill Burr, Whitney Cummings, Rick Rubin, Dr. Vivek Murthy, Darren Aronofsky, Margaret Atwood, Mark Zuckerberg, Peter Thiel, Dr. Gabor Maté, Anne Lamott, Sarah Silverman, Dr. Andrew Huberman, and many more.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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This episode is brought to you by Sundays for Dogs, ultra high quality dog food without the prep or mess.
I want to give my pooch Molly the best of everything.
This is especially true when it comes to the ingredient quality of her food.
I've tried tons of different options, but most healthy dog foods are an expensive frozen mess.
I've tried them, it's a disaster, they're a pain in the ass to thaw and serve,
and the prep work eats up time I'd rather spend hiking with Molly, let alone the cleanup. So there's a lot that goes into it, and I was
looking for other options. Sundays for Dogs solves my problem with air-dried, high-quality dog food
I can store and pour right from my pantry, no mess at all. The magic behind Sundays for Dogs
is in their proprietary air-drying method. To lock in nutrients, they gently dry the meat low
and slow. And unlike other brands, they gently dry the meat low and slow.
And unlike other brands,
which are filled with hyper-processed grains
and synthetic vitamins and so on,
Sundays for Dogs only uses all natural poultry
and USDA grade beef.
Meat makes up 90% of their recipes.
The other 10% are fruits and veggies,
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you feed your best friend. This episode is brought to you by Shopify, one of my absolute
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the team since 2008 or 2009. But prior to that, I wish I had personally had Shopify in the early
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Hello boys and girls, ladies and germs.
This is Tim Ferriss and welcome to another episode of The Tim Ferriss Show.
This is an old school Tim Ferriss conversation in the sense that we go all the way back to
many of the tools, many of the principles from the
four-hour workweek. And that includes virtual assistants, delegation, processes, massive
elimination, minimalism for maximum leverage, all sorts of great things. And this time I was in the
student seat because my guest today has mastered, I think it is fair to say, so many facets of everything I just
mentioned. And it was a pleasure to take so many notes myself to follow up on. His name is Sam
Korkos. You can find him on Twitter at Sam Korkos, C-O-R-C-O-S. Sam is the CEO and co-founder of
Levels, an A16Z-backed startup that shows you how food affects your health using continuous
glucose monitors and other biosensors. Fascinating company, incredibly, incredibly practical technology, easy to use,
easy to learn from, changes your behavior, changes your life. Check out Levels at levelshealth.com.
But first, please enjoy this incredibly practical, incredibly tactical conversation with Sam Korkos. Sam, nice to see you.
You too.
And I've been looking forward to this because I know how organized and systematic you are.
And for people who didn't see what came before this, I asked you, as I asked many of my guests,
what would make this a home run or time well spent? And you said, well, I asked you, as I asked many of my guests, what would make this a
home run or time well spent?
And you said, well, I know that is one of the questions you like to ask based on my
research.
So let me open my notebook and you add answers.
And one of them that we can mention is an ambitious goal, but I think it's an achievable
goal, which is to make this one of the most comprehensive tactical guides to delegation.
And within that, there'll be a lot of process, and I have a lot to learn.
Let's begin at the beginning.
When did you start taking delegation seriously?
Well, so true story.
It came from reading your book almost exactly 10 years ago.
And I posted an ad in Craigslist for an EA.
I had nothing for her to do. I just knew from reading her book that this is a skill that I need to develop. I ended up hiring Lori, who's been
working with me now for 10 years. She showed up. I thought, okay, what do we do now? I made it my
mission to find things that I was doing that I could hand off to her.
And some of the most common things that Lori does for me now are probably the most helpful one is
during the course of the year when I see something that makes for a really good Christmas present for
somebody, I'll just send her a note and say, hey, get this for my brother for Christmas.
And thenmber comes around
and there's the scramble to think like oh man what do i get for christmas and she says well you
already purchased these 11 things for all these people it's like oh cool fantastic yeah she wraps
them and she sends them so it's pretty easy problem solved yeah so for our work week craigslist
laurie and 10 year anniversary pretty remarkable on a whole lot of levels.
When you first began working with Laurie, what were some of the mistakes that you made? Or
if this is easier, broadly speaking, because you've seen so many examples of people attempting
to delegate, you've seen the good, the bad, and the ugly. You've tried a lot of different things, but what are some of the more common mistakes
that people make? Or if we take a step back, why people don't delegate in the first place, perhaps?
I've seen a lot of them. I think probably the first and simplest one is people have tried and
they had a bad experience. And a lot of it comes from
a lack of experience from the person who is doing the delegating, but sometimes it's just a bad
match. We work with a lot of EAs at levels and we probably have to rematch maybe 30% of our EAs
just because there wasn't a fit. And a specific example of that was Zach, our head of legal.
We paired him with an EA, really didn't see any improvement there. And so we asked him how it's
going. He said, it's fine. Everything's fine. It's fine. Exactly. So we decided, all right,
let's rematch. Maybe we'll find somebody who had a legal background in the Philippines.
So rematch, just so I'm clear on terms, doesn't mean that you're matching that person with another
person in the organization. It means let's find an alternate option.
Let's just find a different person to be your EA. A whole new process, different people,
different background. And then the second time around, it was night and day difference. She understood all the terminology, and his output easily doubled, and his stress levels just really dropped.
He was able to manage his time, had way more time for deep work, and it really just improved his satisfaction.
So I would say that's a big one.
If you have one bad experience, don't assume that you can't have a good one.
Other reasons, one is imposter syndrome is another one.
I'm reminded of a recent conversation I had where somebody was struggling to delegate.
And one of the things they said is, well, who am I to tell them to do this task that I don't want to do?
And I find reframing is usually a good way to do it.
One would be, if I delegated this to you, how would you feel?
And they said, well, it'd be really great because it shows that you trust me enough to do this task.
And I said, well, by not delegating this to that person, you're actually stunting their career growth.
And you're not giving them that opportunity to prove themselves.
And so those sorts of reframes can be helpful.
That's another very common one.
I have a couple more notes here. So I want you to refer to the notes. I'm going to plant a seed,
which is where we're going to go shortly. So I'd like to zoom in, zoom out, just to talk about some
of the things that make levels different, right? Some of the characteristics that make the company
different in terms of process tools
principles etc so we don't have to go there right now but what other line items might you have so
another one is people feel like they don't have enough for a full-time person to do i feel like
this is very very common it's very common they like, what would I even have them do? And usually when you really push them and they finally get one, they say, why have
I been waiting so long? This is so much better. But a big part of it is remember that they are
working for you to help you be more productive. And where a lot of people struggle is they end up
creating busy work when it's really not useful for either person to be
doing work that is not adding value. So if you find yourself in that situation, just say, hey,
I only have 20 hours of work this week. Read these books. Take a vacation. Something that they can do,
it's like, hey, do anything else other than create more work for me. That's really the way that the relationship needs to go
in order for that to be effective.
Are there any, we're going to bounce around a lot,
and we are going to zoom out to the company level in a second,
but read these books.
Are there any books that you strongly recommend
or require as reading for two groups?
People in the company, so employees,
and then EAs of people who work in the
company or your EAs? We don't have a required reading list for the EAs. We have a strongly
recommended reading list for a lot of people at the company. What does the strongly recommended
reading list look like? So we actually, we have a team book club every month where we read these
books and we've been around long enough to where we've recycled some of them and they've come back up.
Some that really come up a lot are No Rules Rules, which is the book on Netflix culture.
15 Commitments of Conscious Leadership is another one, which I know you're familiar with.
Yes, indeed. Another one that I know you're familiar with is Nonviolent Communication,
which really should just be required reading for all people for all humans yeah i have found one
sticking point with that book is the title i recommended it to a friend who had the exact
situation that this book was meant to solve and he said well the problem i'm dealing with doesn't
involve any violence it's like no no it's not the point it's really it's about non-threatening
communication it's about how do you have these conversations without triggering that fight or flight mentality. Great framework, not the best
brand. If you were, I'm going to explore this a little bit more and there may not be much to
explore, but if you were to have your EAs read books that you think would aid them in their capacity in as a being a remover of obstacles
a smoother and creator of process perhaps are there any that would would come to mind maybe
those same books i mean who knows it would probably be something process oriented like
the checklist manifesto yeah something like that exactly something like the checklist manifesto
would be a really good choice for that.
Where it's like thinking about process.
I've been thinking about rereading that myself.
I actually had that book face out on one of my bookshelves for several years just to remind me.
Keep it simple, stupid.
Like you don't need to.
Yeah.
It doesn't need to be improv jazz every day.
Definitely.
It's a short read too. It's a short read, too.
It is a short read.
All right, so company levels.
What are some of the things that might surprise people out there who have image A of what a startup or company looks like?
It would probably be a lot of things.
We're trying some pretty radical experiments in organizational design.
For example, we're building in public.
All of our investor updates from the beginning of the company, from day one, are public on our website.
All of our team all-hands weekly are public on our website.
We're super transparent.
There's a phrase that we took.
I think this might be from Netflix, which is treat people like adults. And
I would say a lot of our values as a company are really downstream of treat people like adults.
When thinking about company culture, what that means, I really think that it means it is the
set of assumptions you can make about the other people around you that you work with without having ever interacted with them before.
If you can make the assumption that they are not going to gossip, that they are going to close the loop on your communication so you don't have to set reminders for yourself.
Can you give me an example of that?
Yeah, so closing the loop would be something like when you deliver something, you then send them a message saying, I completed
this task. And so it just, the more of these open
loops you have where you feel like, hey, did you ever finish that thing?
It's exhausting. It's exhausting, exactly. And so just closing the loop on that
and some of these are very simple. So the assumption is people will carry something to completion
once you have assigned it.
A couple of questions just on those two as examples.
So I feel like treating people like adults is one thing, but there are a lot of gossipy, mean-spirited, unreliable adults in the world.
So probably like mature, competent adults, right? And are there tools that you use to remove some of the need to have follow-up?
Or is it just assumed that people have their own set of tools, like an Asana or something else?
I'm just wondering how much the toolkit enables you to help treat others like responsible adults.
There are definitely tools that can help.
I would say that a lot of it is really just a commitment to following through.
Right. These are the expected outcomes slash responsibilities slash commandments of being
responsible of adult. This is just table stakes for the culture that we're building here.
Yeah. We have a memo internally, which is, I think, also published externally. Most of our
strategy memos are published externally. But it says that a lack of communication is a lack of performance.
And this is something that I think a lot of people mistake.
Is they say, well, I did my job.
I just didn't communicate well.
And they say, well, sure, I can always improve my communication.
And they feel like it's not an important thing.
And we've really taken that to say, okay, well, your communication is part of your
performance. So I don't care how well you think you did on this task. If you failed to communicate
it while it was being done, and you failed to close the loop to let the people know that it
was done, who you're accountable to, that is a failure of performance not a failure of communication as like a separate category it's like an ancillary minor component it is an integral part of the
entire puzzle of performance for sure and i would actually add to the tools for the gossipy part as
well that we record all of our meetings so there's just a setting on Zoom you can set at the organization level of just default
record. And so we have that on. And we tell people it's default record, not mandatory record
everything. But over time, people get used to it and you just record more things. How do you explain
that to them? We have a memo. Yeah. Well, I think Bridgewater did this, Ray Dalio's outfit, although he's not operationally involved much anymore, I don't think.
But what was the, in the memo, what was the gist of explaining why it's not a surveillance state?
Or the reason for it being a surveillance state?
Yeah, the gist of it is that the intent of recording is that it is way easier to just get first person
information so if let's say me and an engineer have a call and we're working through a problem
and somebody else also needs context on it your options are okay every person who could conceivably
need this information needs to be in this meeting in real time right now.
Or you translate in some clumsy fashion and things get lost. Or here's the recording.
Or here's the recording. This is literally what we said at the time that we said it. There's no
misinterpretation. There's no anything. It's just it is what was said at the time it was said.
And there have been many, many times where that has been a useful resource. We've actually taken this a step further recently where we now default share all meetings, including one-on-ones.
That doesn't mean that you're required to.
If something comes up, if you say something you didn't mean to say, this is not meant to be like a gotcha thing.
If you say something and you say, hey, I don't want this shared, then you don't have to share it.
There's a process for auto-sharing that you can just stop one of these
recordings from being shared, which is totally fine.
What is the logic on the one-on-ones being recorded?
So the one-on-ones have been recorded
for a long time. The recent change
which was in May was the sharing.
It's because the intent
is that it's a forcing function
to prevent gossip.
One of the things we took from Netflix
is whenever somebody says something
to somebody else
in maybe a one-on-one context
where it feels like gossip
about somebody else,
the auto-response you're supposed to give
is, oh, well, what did they say
when you told them about that directly?
And if you don't get a good answer,
that's a problem.
And they have enough,
from at least what I've read in the book,
enough antibodies in their organization to prevent that from becoming commonplace.
The nice thing about recordings is that it is the forcing function. That one-on-one,
unless you say otherwise, is going to be shared with the team. And many times the EAs will tag
people who are related in the conversation.
And you'll get to see.
Gossip is what I would maybe describe as chronic inflammation of an organization.
And it turns chronic inflammation into acute inflammation, which is, hey, what the hell?
I heard what you said in this meeting.
What was that about?
And you say, wow, you're right.
I'm sorry.
Here's the chapter on clearing conversations and 15 commitments of
conscious leadership. Let's roll up the sleeves and get this over with. Exactly. Those things
can become chronic problems for months, even years in some cases. And recording them, at a minimum,
if you end up getting to the end of the conversation and you say, hey, can we not share this conversation?
Because I feel like I need to talk to person X
about some of the things that I said here
before they see this.
At a minimum, it's a forcing function for that.
So it's really helpful to just create
those reinforcement mechanisms.
So for people listening,
we are going to come back to delegation
and many aspects of delegation,
but all of these things tie together, right? They are interdependent pieces. And I feel like they're
also as loathe as I am to use this word, but I do use it occasionally, which is synergistic, right?
These have a multiplicative effect in some respects. Let's talk about one tool, and neither of us have any vested interest
in this company or this tool, Loom, because I had used Loom occasionally, and then I saw
your use and your company use of Loom, which took it to levels I could not even
previously imagine. So how is this used? And maybe then you can just touch on a few other tools
and then we're going to come back to EAs.
And I think we'll probably start with sourcing
and then move on to better delegation.
But from a tool perspective,
let's start with Loom, what it is, how you use it,
and then maybe you can mention a few others.
Loom is probably the most important business enablement tool of the last
five years, certainly in my experience. It's a very simple tool, which is a low-friction way
to record your screen and then some sort of an async message. You have a picture of yourself,
you can record your screen, and it is really easy to record a Loom.
And it is ready to share pretty much instantaneously when you finish recording.
So there's no lag time for uploading something to a sharing service.
Totally.
And what's interesting about using this sort of tool is that anything that is in the form of content scales effectively infinitely in a way that in-person time or phone calls do not. Content
scales, time does not. It's a pretty simple calculation. But what's interesting is there's
a mental shift that needs to happen for people where it reminds me of in the early days of radio,
you maybe know some of the history of this, the first radio programs were just theater plays read
out loud on the radio because they didn't know what to do with this new medium. It made no sense. And then eventually they figured out instead of copying our old ways,
we can create new patterns that amplify this even more. And I think this is where we are
with a lot of these remote work tools. Whereas in the past, pair programming was two people sit
behind each other and you watch each other code and you talk and you're doing it at the same time. Or you have a really good programmer who's just doing his normal workflow recording on a
loom and he's just narrating what he's thinking while he's doing it. And then the other person
can watch it at two and a half X. They can pause it. They can rewind. They can take notes. You
don't have to do this live. It a piece of content and then every engineer at
your company forever into the future can see this same piece of content and so there was a really
interesting example recently where i shared something with somebody externally and they
were commenting on like this is a failure because only 40 people watch this and they said this was
an internal meeting could you imagine like if we had an internal meeting with 40 people watched this. And I said, this was an internal meeting. Could you imagine
like if we had an internal meeting with 40 people in it, you would say like, that was a lot of
information being transmitted. But there's this cognitive thing of like, well, if it's a piece
of content, it needs to get like a million views or it's a failure. Right. Yeah. So just out of
curiosity, if you're open to saying, I mean mean you're open to saying a lot but i understand if it's not everything what was the loom of the 40 person meeting that was shared externally or
why was it shared externally the loom that was shared was one of our friday forums it was a
what is a friday oh sorry that's our team all hands we do it every week on fridays
and how large is the team now the The team's 40-50 people.
40-50 people.
Many people show up live
so they don't watch the recording.
That's fine.
Some people watch it after the fact.
We also have a number of
all of our memos. We also use
Notion pretty religiously.
Once you learn how to use
the Notion database features, they're actually
extremely powerful in the amount of leverage you can get from it. All of our memos have a summary
loom at the top, any sort of meaningful memo. And so somebody will do a five-minute walkthrough
of something that they wrote, and many people just watch those looms. So it's another thing
where people can share. What is the format or the agenda for
the Friday Forum? Every meeting obviously has some intent. And I think it's important. Where a lot of
people fail is they lose the intent of the meeting. We even explicitly state this at the beginning of
our Friday Forums, which is this is the place where we celebrate the wins of that week. The
first few minutes are highlights of the week.
Then we have usually a special guest, which is oftentimes one of our members from the company who's had some really positive experience using our product.
Then we do highlights from maybe the growth team, maybe highlights from the product team. So the goal is to have people feeling really good about the things that were accomplished during that week.
And how long is that?
It's typically an hour.
And we do at the end, maybe 20 minutes of personal updates,
like personal highlights from the week.
And just for disambiguation for folks who may not be familiar with the company,
members, you mean customers?
Yeah, yeah, yeah.
And then if we double click on both Loom and Notion again, because I really feel, and I have doubled, tripled, quadrupled my use of Loom. I have a couple of specific questions. Where have
people been doubtful employees of using Loom? And I think you gave me, and we can always clip
anything out of this interview, right? But an example of a
videographer, a video editor at one point, which I think is a good example. So maybe you could give
that. And how do you make these easily searchable and findable? Because what I find is I use Loom
most often in a one-off capacity, say running through a Google doc, and I don't want to add
75 different comments.
So I will use that as a way to give my verbal feedback
and next actions.
Saves a ton of time, or at least a ton of my time.
So I'd love to know perhaps some use cases
which will challenge what people might perceive
as what is possible or not possible with a tool like Loom.
And then I'd love for you to say a little bit more
about why you use notion instead of
other options like what the use case is predominantly and i'm speaking as someone
who doesn't really use databases i don't really use spreadsheets much i probably should but i
just don't at this point i think one of the things with loom part of the assumption is that
one of the rules that we really try to push people for is only ever do one take.
Just do one take.
Because so many people, when they start using it as a tool, they stumble and say, oh man, I have to re-record it.
And they'll do eight takes for something that really did not need to be.
And so we really try to push people towards, if you were in a meeting and you stumbled over your words, nobody would care.
And they also don't care that you did it in a loom. So just relax. It's fine. A lot of my looms,
I have multiple minutes in a row of pausing, of just thinking, what would I do here? And then
in people's minds, it's like, oh my God, this is so uncomfortable. I'm on a recording
and there's this empty space. What are, what are they going to be thinking?
But if you're in a meeting, that would be totally normal.
And so one of the things that we do during our onboarding, I believe it's now week three of our one month onboarding for new employees, is the entire week, third week, is async week,
where you are only allowed to do verbal and video recordings for communication. You're not allowed to write anything. You're not allowed to do verbal and video recordings for communication.
You're not allowed to write anything.
You're not allowed to type anything.
So if you want to say, hey, great job, you have to record an audio note and you have to send that.
Or you have to do a Loom of yourself saying, hey, that was good work.
Thank you.
And then that's it.
And just get used to that.
How do they send the audio note?
So Loom also has an audio feature.
Audio only.
Yeah, I think it might only be on mobile, but you can do an audio note on Loom mobile.
And yeah, it's really, really uncomfortable for people.
This is why the forcing function was we had to make this part of onboarding because it was so strange for almost everybody.
So what would you say to folks, and then maybe we'll talk about the video example
as another training tool.
But what would you say to people
who have the visceral reaction of,
I'm very fast at reading,
video and audio memos are really slow.
And I saw this meme going around
with this guy standing on a street corner
with this big sign over his head,
sort of like someone who would ask for money, but it said, no, I will not listen to your three-minute
voice memo. So how would you address that concern that this is just going to end up taking more time
during, say, an async week? And maybe that's okay, because you're really just trying to force people
to get used to working asynchronously. But what are your thoughts? I mean, that's definitely the
case. There is no perfect medium. The medium matters depending on the message that you're trying to
communicate. And so long form memos should be in writing because you're going to skip over,
you're going to find the parts that are relevant. Writing is a tool for thought. And doing these
audio notes is a different tool to convey different types
of information. And so I think the short answer is you should use the right tool for the job.
A lot of people find that what they use Loom for would be instead of sitting down at a blank
piece of paper, they just record themselves with whatever thoughts they have for what will go into
it. They send that to their EA, which maybe today would be Chad GPT, but they send it to their EA
who outlines it. And then it's just, it's a lot less painful to come into at least partially
outlined piece of work rather than starting from a blank page. Yeah. The blinking cursor.
Yeah. All right. Would you mind describing since I've teased it excessively now, but the,
the video editing example, and then how you make things searchable? Because for instance, Sayasana in the past, but some employees
work differently and have different approaches. So I wanted them to capture a loom of their flow.
And if you were to ask me right now, gun against the head, you have to find all of those looms
within the next 30 minutes, I would be concerned for my safety. I might not find them. So the video example and then how you
organize things or naming conventions, maybe, I have no idea. Organize these looms such that you
can find them later. So one of the things I would say is that I probably record, in fact, I know
this statistic, I probably average about 10 to 20 looms per day I record. And to be perfectly
honest, I maybe share half of them. A lot of them, I just turn it on because maybe I'll want to use
that information. It is costless to record a loom. And so if nothing happens, then nothing happens.
It costs nothing. It costs me nothing to record it. It costs me nothing to not share it. The
searchability, it has not been an issue for at least the looms that I record because they tend not to be things that I would share. They tend not to be things that I would come back to. They're more in-the-moment things. I would be willing to bet, though, that over the course of the next maybe six to 12 months, that as these AI tools continue to get better, search is the most obvious use case for this.
And as far as I can tell, in the last,
I don't know when this started, maybe month or two,
Loom has already begun to auto-title your videos based on, I assume, I'm not sure if it's AI,
but some type of transcript, exactly.
Yeah, and so there will be a point in the future
where you can say, hey, can you find me that video that I did with this specific person where we talked about this?
And it'll definitely be able to find it.
So I think some of that will just be solved.
So my laziness has a shelf life.
Yeah, exactly.
All the technology will catch up and solve my lack of process.
I'm excited.
But I will say on the other side, which is the searchability for the recording of tasks, this is what we use Notion databases for. So our EAs, every process that they do for
somebody on our team has its own dedicated page in Notion. And that page has a linked database
to a much larger database, which is all tasks that any EA has done for us.
And you can connect those two together.
There's something called a relation.
And you can relate those together, and you can create a subview within that. So imagine you have a task that's a recurring task, task A.
At the bottom, you can create a linked database that filters only for tasks that are related to that.
And so in each of those entries, the EA will include a link to the loom of the date that
they did the thing. And so if you want to see when's the last time somebody did this task,
you can go to that specific task page and you can see, oh, they did it April 26th. They did it March
3rd. And you can see each time they did it and you can click on the recording. You can just
watch them do it. And this is most
useful, for one, it's
just knowing that it's there.
If you say, hey, did that get sent?
Yeah, there's proof of work. Proof of work.
Did that get sent last week? You can go there,
you can see that it is, and it's just reassuring
to not have to reach out to them
and make sure. The other is whenever
there's a bug in
the process where this happens often somebody gets a message you're like that's weird because why
would they get that you can look at the process and you can see oh because they pulled the
information from here and they didn't know that i was actually communicating with them over here
so they thought it was one of these kinds and so so you can just say, hey, I saw that you did this. Not a big deal. But next time,
check both of these sources and see which one's most recent. And then they update the process
and you don't have those issues as opposed to just ambiguously having it fail and not knowing why.
Yeah. Easier to debug. Yeah. Video. Yeah. Oh, yeah. So there are so many good examples of this. I'm open to more examples. We're not. Yeah. There are so many good examples of this i'm open to more examples
there are so many good examples so one of the specific tactical things that i always recommend
for people for getting better at delegating is just workflow recording and this is really as
simple as when you sit at your computer turn on a lo loom, and then that's it. Just do your normal work.
And a specific example was Tony, who runs Multimedia for us.
He was doing a lot of video editing, and Josh, who does our Friday forums as well.
They do this whole process of video editing, of creating the slides, and almost everybody
in their own role says, nobody else could do this.
It's way too complicated.
You have to pull from here, you got to pull from there.
And I think almost everybody overestimates the complexity of these tasks. It's really just pattern matching. And if you record your workflow doing that.
True for most tasks.
Yeah, it's true for most tasks. For multimedia, he was saying, well, how are they going to know
what five items from this interview are the most interesting? How are they going to know that? And
then how are they going to know to edit and cut those in this particular way? And then it turns out you record
yourself doing that two or three times, and then an EA can replicate that with 90% accuracy.
And this is with some type of casual running commentary.
Yeah. Sometimes not even. It's just doing it and they can just see what you're doing.
Okay, well, he went to this place, he went to that place.
Almost everybody that does this is surprised at how quickly somebody can match whatever
pattern it is that you're doing.
There's a lot less secret knowledge than people expect.
So coming back to EAs and sourcing, how many EAs would you say work with you and your employees?
I think I personally have four right now that just work for me doing my task.
I think we have maybe 20 in the whole company.
All right.
So what are the options or the better options for sourcing EA talent?
And the follow-up, because I like to just put things in the hopper, so ingestate. When you talked about rematching, I'd be curious as to how you assess and decide when to keep or cut someone, if there's a process for that.
I imagine it's not purely subjective feel, but I'd be curious to learn more about that.
So sourcing, what some of the better options are, and then how you evaluate.
There are several ways you can go about sourcing.
I've always found the best way to do it is to work with an agency.
We work with Athena.
They're an agency out of the Philippines.
They're really the higher end of agencies, and they cost more.
And so it really depends on how much you value that.
Other options would be you can source them directly, which tend to be cheaper. I think Athena's $15, $20 an hour typically. And you can find talent
for $5 an hour if you source it yourself. How would you source that directly for people who
were interested in the lower end? Yeah. So Upwork is a place where people often go to find them.
There's also another agency that's sort of on the cheaper side,
which is Shepard. My friend Nick is involved with them. They tend to be more like $5 an hour,
but it requires a lot more overhead. So they don't have their own management team. It's really you
and them figuring it out as opposed to having more of a structure around it.
And Athena came up numerous times for me in the last, I want to say, year and a half,
and they were actually very, very helpful for sourcing my new chief of staff,
which maybe at some point, whenever it makes sense,
we could delineate maybe EA from chief of staff and what those terms mean.
And in the case of sourcing through Athena, those are all full-time employees.
Yeah.
How many of them are dedicated to
one person as opposed to spread across multiple employees? We have this concept of an EA pool
where it's just available EA talent for whoever needs a specific task done. Over time,
they become more and more dedicated as a specific person needs more consistent resourcing or as
context becomes more relevant. We recently shifted one of our EAs to full-time on product support
who was in the EA pool, but we just have enough tasks now in product that it makes sense to have
a single person with dedicated context on that. So I don't know the specific numbers. I would guess
we probably have 15 dedicated and maybe five in the general pool at this point.
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How do you think about, and maybe it's 100%, say, Athena slash overseas, that type of EA or support staff versus those who are in the U.S. or in other locations?
One of the biggest challenges that often happens overseas is the time zone difference.
The interesting thing about the Philippines specifically is that there's such a large
contingent of people who work for U.S. companies that there's such a large contingent of people who work for US companies that there's effectively a subculture of people who just live like America time zone
hours. So that tends to be less of an issue or at a minimum, there's significant overlap
in lifestyle. I would say that it really depends a lot on what the tasks are that you need. And
this actually does, I think, tie into the chief of staff question, which is there's this spectrum of declarative and imperative of what you would expect from somebody.
And so declarative being, go write a growth strategy. And imperative is, here are the tasks
that I need you to do consistently over some time period. And there's a spectrum between those two.
And a chief of staff is somebody where you say,
we have this problem, go solve it.
Where an EA tends to be somebody
where it's more consistent tasks,
like scheduling is a common one,
which I actually don't really do.
I use Calendly.
I think that's something that you can just
offload to technology.
But it's those sorts of things where it's more,
I don't necessarily want to say routine,
but that might be a better term for it, more i don't necessarily want to say routine but that
might be a better term for it is things that happen they're also very explicit right yeah
they're sort of the discrete well-defined yeah tasks exactly and they tend to be things that
are done consistently over time you really don't want a chief of staff to be stuck i would describe
it more like a gardening role. Chief of staff should not
be the person who's doing a lot of the stuff that you're doing that's just sort of keeping the
lights on. They should be somebody that you can trust to take on more meaty projects. Or in general,
they tend not to be happy if they're in the role where they're stuck doing simple things like
preparing meeting notes beforehand. That tends to be something that you would have somebody who's able to do that on a more routine
basis. This was one of the learnings that I had working with Lori is that old saying,
different strokes for different folks. And working with Lori for as long as I have,
my worst nightmare is being stuck wrapping Christmas presents all day. I could not do it.
I find it pretty meditative.
No, but I have a very high degree of,
I find certain types of monotony very soothing.
Find other types infinitely grating.
But yeah, different strokes for different folks.
Maybe I could do your wrapping.
Yeah, exactly.
And so I'm just relentlessly novelty seeking.
I really struggle to do any task
more than just a handful of times.
I play a lot of board games.
I can usually only play a game maybe five or ten times before I've figured out the strategy,
and then it's boring.
It's just like a mastery thing of, okay, well, I already know how to win most of the time,
and now it's just, how do I get slightly better?
So gamers, find the goodwill closest to to Sam and you'll find a lot of overflow
of perfectly good board games.
I got it.
Okay.
How do you choose your board games?
Mostly through recommendations.
But what are the criteria
the recommenders are using before passing to you?
Yeah, I really only play complex strategy games.
So they tend to be the Euro-style games.
It tends to be games that
if they come recommended from somebody who I know
is a very serious board gamer,
then I know it'll be good.
I'm playing Twilight Imperium
on Sunday, which is like a
full day long board game.
Sam's Recreation.
You know, I do love tabletop games it's something that we could
geek out on maybe over dinner but i'm i'm very into it i don't want to take us too far off script
so we're talking about ea's and chief of staff also i mean i think the degree to which things
overlap for me it's always been important that like task too small, no task too big, in part
because the org size is so small. It's like I have three full-time employees. But let's come back to
both, say, onboarding and how you assess performance and decide on pass, fail, go, no go with EAs? What does the process of vetting and
pairing and onboarding look like? Onboarding is super important. People put a lot of time into
recruiting. They'll put $50,000, $100,000 into hiring somebody. And then as soon as they start,
they just throw them into the deep end and hope for the best. And so having really good onboarding is super important to that attach rate of people
really being able to work effectively. Attach rate is, I guess, is that the same as retention?
Yeah. I mean, however, different companies have different definitions of attach rate. But yeah,
it's like the ability to work adequately with an EA.
And so I think one of the most important things is setting super clear expectations early. Setting
good process really helps as well. Something that we look for is proactivity. Somebody who
goes out of their way to reduce your workload instead of somebody who creates work for you.
How do you test for that? Can you test for that in the vetting process,
or do you have to kind of wait and see?
Yeah, you might be able to test for it. This is one of the benefits of working with an agency.
They get to know what you need.
Yeah, and specifically, Athena was started by Jonathan from Thumbtack, and his whole thing is
10x delegation. So they have a whole internal training program to try to make them be more proactive,
as opposed to hiring somebody who is completely fresh,
and you have to teach them all of these things.
So this is the trade-off of time.
You can train somebody up, and it would be less expensive,
but it requires more overhead at the beginning.
I think the nature of how you train them and how you set
these expectations, one of the best ones, this is another tactic, is the playback, which is you set
a task and you say, repeat back to me, and this is almost always done in a loom, repeat back to me
how you will do this task. And oftentimes when you're just getting started with somebody,
they'll propose how they're going to go about it and it's completely wrong and that's okay you say okay that's good to know this is how i want
you to do it and going forward for these kinds of tasks i want you to do it over here and then
they repeat it back to you and you say great that's right is there any type of i guess threading
for looms how are you because because this is all frequently async.
Yeah, it's frequently async.
So how are you communicating these Zoom,
not Zoom, I'm definitely not the first person
who's done that, loom links?
So you do it in threads,
but it wouldn't be in loom specifically.
You do it in emails,
or we ended up building our own internal communications tool
because we're really not happy with Slack. Slack is a slot machine. It is the opposite of what you
want in a workplace communication tool. What do you mean by slot machine?
As in, it has the same dopamine loop as Twitter. I see.
You feel like you have to compulsively check Slack because it's like, oh, is there a new piece of information that I want to check?
And there's a lot of data on this.
Rescue Time did a study that I think most tech workers can't go more than six minutes without checking their communication tool.
And a lot of that is because of Slack.
And they're just constantly checking.
You're trying to write code, but they have this compulsive need to just check.
Oh, there's new information.
Rescue time, little known fact,
way back in the day,
one of my first ever angel investments.
Is that right?
A hundred years ago.
Cool.
Yeah, yeah, yeah.
It's a great mission, great mission.
I want to talk about information inputs.
This may be a good place for a sidebar on this. So avoiding slot
machines, news sobriety, term I've used, which I think is probably quite similar, is sort of the
low information diet. But what is news sobriety and what does that mean for your day-to-day
month-to-month experience? I've been fully news sober for
almost 10 years. I read Ryan Holiday's book, Trust Me, I'm Lying, that really frightened me
about the state of the media and convinced me this was originally just a one-month experiment.
I said, for a month, I'm going to consume no current events in any form. No news, no television, no articles,
no social media. And instead, I'm just going to try a one-to-one replacement of reading books
during that time period. And I read eight books that month, which was more than I probably read
in the previous five years, everything about my life
was better. I physically felt different. I felt less anxious during the day. And it was interesting
when you have that separation for long enough. And I have friends who are panicked about something
that they heard. And I would find myself asking, but does that matter? And it's like, wow, I would
have been in the same frenzy if I was
paying attention. And it really doesn't matter. Almost none of these things are important.
So how do you, and maybe that is the answer, but I'm curious since I've received this answer
when implementing this to probably a lesser extent, the question of like, how do you stay
informed? Aren't you worried that you're missing important
things or some variant of that? I have my own way to respond to that, but I'm curious how you
respond to it. Yeah, I think it is one of the coups of the news industry broadly that they've
managed to convince people that watching the news is what responsible citizens do.
And much the same way that the orange juice lobby
convinced people that orange juice is healthy
because it has vitamin C,
even though it's really almost indistinguishable
from a can of soda.
It's just, they've convinced us
that this is what responsible people do.
They read the news.
And it's really trash information.
I'm usually extremely bad at trivia night, which surprises
a lot of people because I read a lot of books. But the reality is that my retort is that I just
don't know trivial things. So I'm bad at trivia. It's always, you know, who's Kim Kardashian
dating now? I have no idea. And I really don't care. It's like, what place in the world had
this thing happen? I don't
know. If it was important, it'll eventually end up in a book that I will read. But it is exceedingly
rare that an event happens that makes any difference to my day-to-day experience.
So practically then and tactically, does that mean you have no social apps on your phone?
What are some other features or lack of features that are a consequence of the new sobriety? So I don't have social apps. I have
profiles on a lot of them. I used to have a problem with Twitter. And so I created some
buffer, which is I don't have access to my own Twitter account. My EAs have access to my Twitter
account. They have my password.
If I want to post something, I send it to them and then they post it. And then I don't get that dopamine feedback loop of, oh my God, X number of people liked my post. Because also they don't
care. There's no ego attachment from them on how well my post did. And so they will look at my
notifications empirically and just say, hey,
this might be something that you want to respond to. And they'll screenshot it and they'll send it
to me and they'll say, hey, do you want to respond? All of my DMs on Twitter are managed by my EAs.
All of my LinkedIn messages are managed by my EAs. What are your rules for managing any of those accounts? What are the criteria for flagging or
not flagging? This is another one of the tactical things, which is semi-automation, where there are
a lot of things that you can do where people are often afraid to give access to somebody like an EA
to manage their social media account because they think, what if they post something? Or what
if they do X? But you can always semi-automate, which is they take a screenshot and then they
propose what they think you should do. And they'll say, I propose that you just like this tweet.
Or they'll say, I propose you respond with this message. Or I propose that you respond with this
message. And over time, you get better and better at teaching them what,
it's like you can just ignore that one, you just delete it.
Or you say, oh, yeah, I actually know this person from this other place,
which you can find in this other category of information,
and I tend to respond with something like this.
And over time, they get better to the point where I'm probably at like 95% of the messages.
I just say, yes, it's very, very simple.
But I don't trust them enough for them to 100% fully automate all responses to things.
But their proposed recommendations are generally good enough now to where I just say yes to
most things.
I want to highlight something.
And you can correct me if I'm getting this wrong. I don't
want to misrepresent. Well, I'll speak for myself. I think it is frequent for people who want to
maximize or optimize, fill in the blank, to look for areas where they can remove or reduce friction, but the opposite is really valuable. Where can you add friction such that
your lesser self doesn't hijack your behavior? So that'd be a good example. And I don't have
any social on my phone right now, except for Instagram, because I use it to interact with
a handful of my friends. But by and large,
that is not a part of my life. It is used for mostly broadcaster communication, but it's largely
one direction. And then someone on my team similarly will highlight sort of notable or
interesting messages that I might want to respond to, and then they would typically respond on my
behalf and I draft. Because I do not have high degree of confidence that I have, that my willpower
can overcome teams of data scientists and gamification. Like I'm bringing a knife to a
gunfight. So I'd rather just not go to the gunfight in the first place. Yeah. Let's come back to
onboarding for a second, repeat back to me how you'll do this task, and then you can iterate on that as an example.
What are some other practices or mistakes either that you've seen in onboarding or ways
that you guys have refined your approach to onboarding?
Because I'll speak for myself personally, I've become, I think, much better at hiring
over time,
especially in the last few years. I still think almost certainly I'm very mediocre on onboarding. And there are a hell of a lot more books on hiring than there are on onboarding.
Totally.
And I've read a bunch of books on hiring. Very little said about onboarding, generally.
Yeah, I think the biggest thing is people really want to jump into it immediately.
Now by people, do you mean the people who join?
They want to jump into it immediately.
And we have an onboarding checklist in Notion.
We have a template.
We copy it for each new person that joins.
And they have a set of tasks that they do each day.
It's pretty well guided.
I can share the template with you if you're. It's pretty well guided. I can share
the template with you if you're curious. That'd be amazing. I would love that. Is this for all
employees or EA specifically? All employees. All employees. Okay. And there is a video of me
at the start of each week. It's a loom where I specifically say, hey, at this point, people
usually want to skip onboarding and start jumping into their tasks.
Don't do that.
It's always a mistake.
Really take onboarding seriously.
Our onboarding process is a full month, and we don't expect people to start producing for a month.
It really does take that long for a lot of people to get fully up to speed, and we help
guide them in more slowly.
Read these books.
Read this documentation that we have about how we built
our culture, especially for our case, because the way that we operate is very different than a lot
of people's previous experiences. And so it's pretty jarring when you see a lot of the transparency
of when your first one-on-one gets published to the rest of the company, it's pretty jarring.
And so we try to ease people into these things. You know what's also going to be jarring is if you become a public company CEO.
Totally.
Things will have to change a bit.
Yeah, probably.
But yeah, continue. Sorry, that's a drop.
That's a drop. And over time, people get used to it over the course of about a month. I think
the biggest thing is the cultural assimilation. In our case, that's been the biggest hurdle over the course of
onboarding is getting people reading the memos, practicing some of the things. One of the
cultural values that we have is everything's written in pencil, but also you can change
things here. And one of the things that we do is at the end of onboarding, everybody is required
to update the onboarding process for something that was out of date and then post to a channel confirming what they changed and just giving a list of what
they changed.
And it's pretty weird for people, especially those who come from larger companies, like
when they've had the same onboarding process that the company's had for 20 years, and then
they go in the actual files and edit it themselves.
I'm a new employee.
Is there always stuff out of date,
or do you throw in like favorite with an OU
just to see if people catch it?
There's always something out of date.
There are maybe 50 items in this,
and sometimes we deprecate an old memo
and replace it with a new one,
or there's some new piece of information
that came about that people add in.
This ties into one of the concepts
that I bring up a lot in the company
is organizational entropy,
which is any artifact that you produce
immediately starts rotting
the moment that you have created it.
It's like driving a new car off the lot.
Yeah, the moment that anything is published
in the company, you write a memo,
it is already rotting.
It is already going to be out of date.
And so the concept of entropy is it is
always increasing. And so the only way to keep entropy at bay is you have to add more energy
into the system. So you have to create reinforcement mechanisms for any piece of content that you have.
If you have a database of all your memos, you have to check them every once in a while to make sure
they're up to date. You need to create more energy always has to go in in order to keep things fresh and functional what are some of
the key this is going to be a cheap question and i recognize it in advance some of the key modules
of those 50 that people may not fully appreciate maybe from the outside looking at if they did a
quick scan are there some where you're like you know you should pay particular attention
to any of these or some that you might draw attention to i ask people this quite a lot
authors i'm like you've had this book out for a year what are you bummed people didn't pay more
attention to right that kind of thing some of them are very specific to the way that we operate, which is async week is a good example of video and audio only for an entire week,
because we have to force people into that so you can get comfortable with it.
Other things around just cultural assimilation and setting clear expectations, that might be
something that is universally important. I think another one that's probably underinvested
in, at least for remote companies, is setting aside real committed time to talking to all the
people that you will likely work with. Having a 30-minute interaction with somebody when you're
in a remote company early on has a huge impact on your ability to work with that person later on.
It just lowers
the barrier for, hey, I need your help with something versus I don't know who this person is
and I don't know what they're going to think about me. And so we really try to make that a priority
within onboarding as well. And that's probably universal for remote companies. And we've been
remote from day one. So there is a tactical guide to working with EA is how to make delegation your superpower.
This piece that in your very beautiful,
meticulously prepared notes, I got to say,
it's kind of my dream type of guest
where you're like, wow, okay.
I would feel very confident
if you were drafting my responses for LinkedIn.
It's very, very well put together.
And the flow, everything is well thought through.
In this particular guide,
and this can also be more expansive than the guide,
I'm wondering what other recommendations
around delegation you have received positive feedback from
where people try something and they're like,
oh my God, I can't believe I didn't do this earlier.
Or I didn't think that was going to work
and it actually really worked.
Anything that comes to mind?
The biggest one is using Loom and just doing workflow recordings.
I've worked with a lot of people to help them get better at delegating.
And the thing that I really emphasize is figure out how to reduce your perceived risk of doing
this thing.
Just lower the threshold for how much work you think you need to put into it.
That's another one of the things.
Into what?
Into training someone?
I see.
Yeah, just lower your perceived risk.
One of the reasons why people often fail to delegate as well is they make a lot of assumptions
about how much effort is going to go into it.
It's like, oh man, well, I'm going to have to write a whole process doc and then just reduce your assumptions.
And just say, all right, what is the simplest thing you can do?
Do all of the work that you were going to do anyway, exactly the same as you were going to do it, and just turn on Loom and record it.
And just try that.
It's effectively zero effort, zero cost, and you can have a three-hour loom
and just share that with your EA and say, is there anything in here that you think you could do
that would help me? And almost every person that's done this is amazed at how many things
come out of just a simple workflow recording like that. So just figure out how to lower the perceived risk of it.
This is something that's different about remote versus in-person,
is that when you're remote, remote first is a concept
that I think GitLab came up with,
which is whether you're in-person or not,
you have the same principles as you would if you were remote.
And if you're remote first,
everything that you do is on a computer, and it is therefore
necessarily content if you want it to be. And so typing at your keyboard could be content if you
wanted it to. It's like a Twitch stream of your actual work, as opposed to something that you're
doing in the real world where you don't have that. If you're on a Zoom call with somebody,
that could just be content in a way that it wouldn't be if you're going on a walk.
So really leaning into what's possible with this remote work style.
Not just reading the stage play into the radio mic.
Yeah, exactly.
If you really lean into what's possible with the everything is content model, the amount of leverage that you get is much, much higher.
This is the shift,
is that people are not super comfortable with that yet.
I've been working with Kozuma,
who runs a product for us,
and she's been just really getting used to,
there's a lot of process stuff.
Kozuma?
Kozuma, yeah.
Oh, Kozuma.
Great name, great name.
Yeah, she's been trying to figure out
how to offload some of the tedious things in
product where it's like make sure these things are up to date shuffle tickets around set reminders
for things which often is what product managers do and we're figuring out how to offload those
to our eas so that the product people can spend their time doing higher leverage things like
strategy and much longer term thinking and it's been interesting to see how she's overcome this
as something where it's really uncomfortable to just record yourself doing your work.
That is a big hurdle for a lot of people is just turning loom on for three hours.
Well, I wanted to ask you that. So to play devil's advocate slash myself,
I imagine bringing on Nye. This is someone I don't know very well. And I would have, and I want you to
disabuse me of this, or at least to attempt, be like, if I do a three-hour loom, I'm going to be
getting into all sorts of sensitive stuff. And then maybe if I were to try to create another
objection slash type of resistance, it would be, I'm just going to be doing probably
a bunch of random stuff. I mean, people who've read my books and so on might imagine like every
day is just this like surgical Tron race where I'm just threading needles and it's just this like
masterful Iron Chef display of performance. That's not what it looks like. Even on my best days,
it looks like I'm either staring my best days it's like looks like
i'm either staring watching paint dry or it's a lot of juggling different things so i would be
like i'm not convinced this is going to be super helpful and i might have concerns around privacy
or security or whatever it might be i can't be alone what are your thoughts on that i mean i
think maybe out of the box, you are probably much
more embracing of like full transparency and public sharing than I am. But I would imagine
there are some people who come from maybe a different company or a different experience who
would have maybe similar thoughts. I'm not sure. But what would you say as my podcast guest slash
involuntary therapist? I think a big part of the answer is that the worst case scenario is you turn on a three-hour
loom and then you delete it.
It's not a live stream.
No, it's not a live stream.
That's the thing that people really struggle with.
The first assumption is, if it's recorded, it's going on the front page of the New York
Times tomorrow.
And then at some point, you just realize that it's not.
Yeah, it's so stupid.
It's just like, now that you say it, I'm like, yeah, duh.
It's so obvious.
And yet, right?
Yeah.
Okay.
It's like worst case scenario, you delete it.
Or even more realistic, you just don't share it.
Yeah.
It's like, eh, I don't know.
I went over some weird things in there.
I'm just going to not share it.
And then you don't.
Here's a technical question.
Can you blur if, for instance, I've had this experience where I record a loom.
It's a really good loom for an external party.
And then I notice like, ah, shit, like I have a tab or something open that displays
some sensitive or like my iMessage is off to the side, but I did a full screen recording
and it's like, I don't want to compromise the people I'm communicating with in that way. Do you have the
ability to blur or crop or anything like that? You can edit within Loom. I think they might have
introduced a blur feature somewhat recently. Yeah, or just a cropping capability. Yeah,
I'd have to check. That would be very useful. Yeah, they might have it because they have an
editor within it. If not, there's definitely...
Our EAs do this already.
For our Friday forums, we sometimes have sensitive information in there
that we don't want to share publicly.
Sometimes it's...
The most common one is something related to a third party
that they don't want shared.
And so we still talk about it as a team,
but then we cut the audio for that part
and we blur out anything written about it.
And so there's definitely a capability to do it. It's either done in loom or it's done externally but it's not that
hard okay we are going to weave back to calendly because we were kind of joking slash seriously
discussing how a lot of people get offended with this tool, but that is the micro level. I don't want to go immediately to tools, although people might think that's where we're going next. To-do list to
calendar. Yeah. Could you explain this transition or what that means to go from to-do list to
calendar for you? This is probably the single most important tactic in time management for me,
personally. I tend to be overly optimistic about how much I can achieve.
Okay, can I pause for one second? So my ex-girlfriends have always found this hilarious
because I'll be like, okay, it's Friday. It's 2 p.m. We have a dinner at 6 over the next 4 hours
I'm just going to do A, B, C, D, E, F, and G
and my actual friends
who I've been with for any period of time
will look at me and they'll say
you're never going to get all of that done
I've seen this before, there's no way you're going to get
even half of that done
so yes, please continue
I've worked with a lot of people on our team
people who are friends of mine
the thing that almost always happens is they have this long to-do list.
And I say, all right, here's what I want you to do. Take everything on this to-do list
with the dates that you think they'll get done by, which is usually this week or next week.
And I want you to just put them on your calendar with the amount of time you think it's going to
take. And then we'll have another follow-up call next week and we'll see what happens.
And then we have the call and then they say, this process doesn't work. I say, why is that? They say, well, I tried to move it over there, but there isn't enough space
in my week to fit all these items. It's like, yes, this is the point of the exercise.
There literally is not enough time. Your time is finite, and the number of
digital items you can add to a to-do list is infinite. You are working with the wrong constraint,
which is like the amount of items you can fit in a database row, as opposed to the number of things
that you can fit in your finite time of your calendar. And so we then work on, all right,
you probably need Slack during the course of the day.
Usually like 50% is a good target because things come up.
Oh, I see.
Not the tool Slack, but space, extra space.
You need extra space in the day.
And so we work on things like, for me, I process a lot of email.
And when you say you need space in the day, could you just briefly say more about that?
Because the way I'm hearing that is that you have 50% of your time open.
Now, is that, for instance, like tomorrow you would have 50% of your time open?
Or does that mean that in advance of scheduling other things, like three weeks from now, each day is 50% open?
It's generally 50% open just fully.
Got it. And as you get better at it, I would say I'm probably at 25% open because I've been doing
this for many years, at least five years, probably longer, to the point where I can
estimate how long it will take me to do something with maybe 90% accuracy.
It's like, I need to write a memo on this thing.
It's going to take me three and a half hours.
And I just know, because I've written so many of these, I just know how long it's going to take me three and a half hours. And I just know,
because I've written so many of these, I just know how long it's going to take.
And so it takes time to hone that, I would think, right? If you ask most people, how many calories do you eat at lunch? They'll be like, 6,000 million? I don't know.
That's right.
Seven calories? But then over time, you can calibrate. Okay.
Especially if you retroactively update your calendar as well,
which is, how long did it actually take me?
And when you realize that your estimates were off
or they were right, you can start to hone that skill.
So I always try to have people put it at 50% open space
because something's going to come up.
A friend calls you, something happens during the day,
you get a message that kind of throws you off.
The problem is that it's way easier to pull something in from tomorrow into today because you had extra space than it is to have this cascading problem of just like disastrous.
It's like, then I have to push this to this day.
Then the next thing you know, you have this Tetris game that you're playing a month out because one thing changed in your schedule and everything breaks.
These concepts come from manufacturing where you have this line, whatever the assembly line is, you need to have
slack in the system in order to be able to operate effectively because something will come up. And if
there's one thing that comes up that breaks everything downstream, that's a real problem.
And over time, as you get better, you can reduce that amount of slack. But 50% is a
pretty good goal. So you have like my goal for today, I'm going to have a four hour block where
I'm going to do X. And then I have some time for me. I know I need to process email or communications
broadly for at least two hours a day. So I just have those blocks every day. They're just repeated.
So when I start scheduling things, I can't actually fit this in
because it's not like I can't do my email. This is my role requires a lot of email. And so it's
just clear as day. I cannot do this on Thursday. I can do it next week. So from a process perspective,
then do you start with imagining not at this point, but just so I get a really clear understanding.
Let's just say you're looking at next week.
You have these recurring blocks, V-mail, that's already in there.
You may have other repeating blocks, and I would be curious to know what they are.
So let's bookmark that.
When you're looking at, say, the to-dos that will be converted into calendar or not for the next week.
What does that process look like? Do you start with a to-do list and then that goes to your EA
and she tries to slot, he or she tries to slot them in for the anticipated amount of time? Like
what does that look like from kind of start to finish? Yeah, the answer is you just skip the
to-do list step entirely. So when I get a new task, a lot of my tasks effectively come in through email.
So I'll get an email. And this is also another thing that I worked with a couple of people on
who really, really struggled with email. And the thing they struggle with is using their email as
a to-do list, which is a very common thing that people do. The problem, it creates a lot of anxiety when you
have this stack of uncategorized things. It could be 15 minutes. It could be 50 hours. You have no
idea until you open up each one individually to figure out how much work it is. And so the same
process of translating your to-do list into your calendar, you can do the same thing with email,
which is, I worked with somebody recently where I said, all right, let's open each email. How long is this going to take you to
respond to? These are like the chunkier ones. It's like 30 minutes. Great. Mark it as done.
Copy the link and put that link in your calendar. So you're going to spend this 30-minute block
responding to this email. What's the next one? That's going to take me a full hour because I
have to write something for them. That's interesting. So the clearing of the inbox then is really in some
capacity scheduling the proper amount of time to reply to these things. So you're not looking at
this undifferentiated stack of shit that you are opening multiple times, marking as unread,
going back to, forgetting what you read, reading at the 17th time,
whatever that might be. Yeah. And it's a stress thing. It is very stressful to have this list of things. It's just an ambiguous amount of effort. It is stress relieving to see, all right,
I will do that on Thursday of next week. I have nothing pending right now. I have not dropped any
balls because I know that anything
that is time sensitive that needed to be done today is already done. And there's nothing,
there's no ambiguous deadlines looming that I'm not aware of because they're in my calendar.
And if you change it, this is where closing the loop is a helpful factor, which is
if you say, I'm going to block this off for Thursday, you can tell that person,
hey, I'll get back to you on Thursday. And then if you have to move it, you now know that you can say, hey, something came up.
I'll get it to you on Monday.
And you can just keep them in the loop on that as opposed to just ambiguously dropping the ball.
So for me, when I get a new task, it just immediately goes into my calendar.
So if somebody was to say, hey, can you write a memo on this
topic so that this team has context on it of where this has gone over the last year? I'll say, sure,
how soon do you need it? I'll say, can you have it to me by Wednesday? I'll go to my calendar
and I'll block off two hours because I think that's about how long it'll take. I'll block
off two hours on Tuesday that I have open and I'll say, cool, I'll have it to you by Tuesday night.
And that's it. The calendar is the to-do list.
What do you have in your calendar
as repeating items?
And we don't have to go through all of them necessarily,
but I'm curious. This could not only be
professional company obligations, but say personal
items that you block out,
right? Exercise, any number of things. So you have email processing, you have, I imagine,
the Friday forum. What are some of the other repeating elements that you can block out weeks
in advance? Mondays are my meeting days. So I tend to stack all of my meetings on Mondays. It's
common for me to have like 14 hours of meetings on Mondays. I just get them all done with so I
don't have anything else during the week. Fridays, I often have meetings as well, but they tend not
to be the recurring ones other than maybe the Friday Forum or maybe the Book Club, which I
think we do monthly on Fridays. So Mondays are a lot of my recurring team meetings.
Tuesday, Wednesday, Thursday are almost always just open.
I tend to leave Wednesdays as a sacrificial anode.
What does that mean?
As in when somebody says to me,
hey, I was trying to book time on your calendar,
but you're booked for the next two months.
Then I start sacrificing some of my Wednesdays
to allow for meetings to be scheduled. The term comes from how stainless steel works, where it's covered in
something. I think it's zinc in that case. And how it works is the zinc starts to get deteriorated
before the steel does. So you're sacrificing a different material in order to keep the steel
working well. Okay, got it. Any personal stuff that comes to mind, like self-care stuff, or is
that sort of on automatic in some other way, or taking a backseat? You know, I've tried doing
meditation. I did the Sam Harris waking up one. I didn't notice any benefit. I did it for, I think,
a month. I think my stress levels by default are pretty low. So it could be something.
Has that always been the case?
How much of that is by the way you've constructed your life
versus innate temperament?
Do you have any idea?
I think it is, some of it's innate temperament,
but a lot of it is how I've structured my life.
What are other things you have done
to reduce the ambient chronic levels of stress
slash metaphorical?
Yeah.
Metaphoric, metaphorical. I shouldn't know which it is by now.
Inflammation, you were using that on the organizational level.
What are some of the other crux moves or decisions or fill in the blank that have helped with
what you're describing?
One of the biggest ones is new sobriety.
And I think that encapsulates
a lot more. One of my personal philosophies is that I do not allow others to impose upon my
attention. And so if I am getting information, I would like to seek it out. And I don't want
other people to take my time against my will or tell me what I should be thinking or focused on, whether I want to or
not. That's been a big challenge. I think almost everyone underestimates how impactful even
seemingly trivial information is. Seeing a plane crash on the news will make you fear planes
subconsciously. It is an availability bias problem. You can know the statistics and you can say that it's safer,
but in your mind, if you see it happen
or you see something on the news,
you assume that it is representative of the world
and it's really hard to beat.
There's a really good book, Factfulness.
I don't know if you've heard of it.
I have heard of it.
I haven't read it.
Yeah, it's a really good book,
which really just goes over,
there are so many things that are getting better
and yet almost everyone thinks that those things
are getting worse i got it so it's a numeracy enhanced version of angels of our better nature
angels of our nature for sure always fuck that title up i don't know if it's a problem with the
title or if it's a problem with my brain but yes that's the one yeah got it okay so there's the
new sobriety makes sense to me This has been my experience as well.
We are not designed, or I should say, not evolved to take on all of the tragedy in the world all the time.
We're not biologically capable,
or certainly not ideally suited to handle that on an ongoing basis.
I think people really underestimate the physical impact that it has.
Taking maybe an extreme example of there is information that can affect you physically.
Example is you're walking through the jungle and a tiger jumps out in front of you. Your body will
physically change based on that stimulus. That's a fight or flight response. Adrenaline, all kinds
of stuff that is bad for you chronically
bad chronically bad for you the same exact thing happens when people watch the news or they see
things that make them anxious and they say well it's just information but that's not a neutral
thing yeah it really does have an impact if it bleeds it leads i mean there are a lot of expressions
like this in the news game totally all right All right. So the many implications, the
multifaceted payoffs of news sobriety. What else? I feel like there's more. I do a lot of walks.
I try to read at least two books a week, and I do most of those as audiobooks, just
going on long walks. How do you choose your books? A lot of them are through recommendations.
I host these salon dinners maybe roughly once a month. And one of the questions that I always ask people is the
intros are always your name and the last book you read. And so that's sort of my hack for getting
good book recommendations. And I just, I add them to my wishlist on audible. And then, uh,
one of my new rules over the last couple of years is I will only purchase a book if it is the next book that I'm going to read.
Because I found that...
I'm a chronic violator of this.
I just found that stacks of books that I have committed to reading that I have not read felt like a betrayal of my own commitment to myself.
You know, there's a Japanese word for this.
No. a betrayal of my own commitment to myself you know this is japanese word for this no the stacks of
books and this like guilt and obligation that it elicits tsundoku oh yeah it's a thing yeah yeah
for sure and i just realized i'm just going to put them on my wish list and then when i feel like
reading a book when i finish whatever book i'm reading now i go to it and i scroll through it
what am i feeling like right now you know what a biography feels really book i'm reading now i go to it and i scroll through it what am i feeling
like right now you know what a biography feels really good i'm gonna download that so my wish
list is probably two three hundred books so i have a pretty deep backlog all right all right we are
going to come back to the slons because this underscores something for me that has proven
very important also.
But before we get to that, so you have a backlog of 300 books.
How do you choose the next book?
Don't tell me recommendations, because those are all recommendations.
So how do you decide? Are there any books that have been particularly sticky in your mind in the last handful of years?
The answer is it's purely based on feeling.
I used to read a lot more books optimistically. I should read more about that. Even though I don't
really want to, I just feel like I should. And it's usually a slog and my rate of reading is
way lower when that happens. And so I now, when I finish a book, I go through and I'm
just, I'm glancing through the titles. It's like, you know what? I do actually want to read a book
on complexity right now. I'm going to do that. That sounds really interesting. Or I do want to
read this science fiction book that I've been hearing about. So it's more of full body. Yes.
Type of situation. Yeah. And all of those books were added to the list because I thought
at one point that I would be interested in it and then things change. Maybe I'm not interested in it
anymore. And so, yeah, it's just like in the moment right now, what do I want to read? I found
that to be something that really also keeps the velocity up of the books that I want to read.
Okay. Any books that have stood out in the last while?
Could be from 10 years ago.
It doesn't really matter.
Like books that have had a,
yeah,
made a substantial mark.
It doesn't have to be practical.
It could be a fiction book. Although sometimes fiction is practical.
I'll just say that as a sidebar.
Yeah.
One of the books that I find myself frequently coming back to is the lean
startup.
It's a classic. i probably reread it
every one to two years and every time i facepalm like how did i forget this we should obviously
be doing this there are a lot of books like that another one that i frequently come back to
is non-violent communication it's a similar book every time it, it's just like, I need to be doing more
of that. There's a whole series of them. I keep track of all the books that I read on Goodreads.
Okay. So you may share some of those and certainly the ones that you've mentioned,
we'll put in the show notes. The salons. Tell me more about this and also how
EAs help with this, if they do help with this. And for people listening, we are going to come
back to answer the question, what on earth does Sam use for EAs? Which is a very fair question.
So this is a way of edging back into that territory. But one of the biggest upgrades
in my life in the last few years has been seeking to add the positive before trying to remove the negative. And this
hints at a bias that I've had for a very long time as someone who's hypervigilant that I very
often look for problems to solve and we're rewarded throughout life for being good at
solving problems in school and so on. But just removing friction does not a great life make.
And so I've, in the last few years,
blocked out extended trips with friends,
extended time off the grid,
extended time with very vigorous physical activity or sports,
and blocked that out in advance.
And I find that is an inoculation against a lot of the stress
that can seem pervasive if you don't have things like that to offset some of the weight of the
world, of the job, of being a human, et cetera. So the salons are super interesting. What do the
salons look like? What does the format look like? And it looks like you have a document showing
people how to host salon dinners. So yes, if we can put those in the show notes, that would be great. So let's talk about the salons and then
how EA's help or don't help. I've been hosting these for a long time, like well over a hundred
of them at this point. The salons I like to host, they tend to be really intellectual. And so
there's a topic that is usually just something that I am personally very interested
in.
What would be some examples?
I mean, it's like death.
We're going to talk about death.
Yeah.
Death is one of the salon dinners that we have planned later this year is on death.
We had one.
It's all the rage.
Yeah.
We had one a few weeks ago that was on the epistemic commons on this challenge of sense
making collectively as we have these different versions of the truth
of the world that continue to separate our ability to just agree on what is real as a society is
becoming harder and harder over time we did one shortly before that on expression of love that
was a really good one and so they range from deeply intellectual
to more personal and experiential. We had a really good one a little while back on human
connection and friendship. I always curate the group in some way to make sure that there's some
interesting set of diversity that would make the conversation interesting. So if it's something that's more political, I make sure that maybe half of the group has one
point of view and the other half has another. Or in the human connection and friendship salon,
I wanted to make sure that I had people represented from many different social groups.
Some people who are very wealthy, some people who are not. People who have different life experiences. I always try to
make sure that people don't signal anything at the beginning. So the intros are always just your name
and the last book you read. And that tends to lead to a much better conversation. And what almost
always happens, we did a salon a while back on globalism and nationalism. And it was in New York.
And it was about 12 people. I curated the group because I know who all these and nationalism. And it was in New York. And it was about 12 people.
I curated the group because I know who all these people are.
And it went particularly long.
It was a very good conversation for at least three hours.
And at the end of this dinner, one of the people,
I won't throw him under the bus, but he said,
so this is all well and good,
but we're just a bunch of New York Democrats talking about this.
Where are all the Republicans?
And I happen to know that six people there were Republicans.
And I just waited.
And each person was like, I'm a Republican.
I'm a Republican.
And he was just flabbergasted.
But I thought we were agreeing on this stuff.
It's like, yeah.
Yeah, you were.
What are some of the rules for the dinner?
Is it one conversation?
Yeah.
Right.
And could you explain just what that means for people who may not have been exposed to
this?
Because it really is alien or just, I'd say uncommon, right?
At most group dinners.
At most group dinners, to paint like the opposite, 12 people splits off into maybe three or four
pods having different conversations.
So this would be the opposite.
Yeah.
And it's pretty well, good moderation is super important.
Are you moderating?
Yeah.
And I'm a ruthless moderator.
I found-
What are the keys to ruthlessly moderating?
Or do you have any key phrases?
Or do you give people warning in advance?
You're like, hey, I'm pretty full contact referee here.
Sometimes I do. Like there have been friends of mine who i know are going to be conversation
monopolizers yeah and so i i tell them impromptu ted talk givers yeah exactly and i'll tell them
sometimes in advance like hey i'm going to invite you to this but i don't want you to talk at all
for the first 30 minutes and i need you to do that or i can't have you come to
this it's never been an issue if you're just really upfront about it and it can be awkward
but just set the ground rules very clearly in advance which at the start of the dinner you just
say all right the rules are no phones at the table we have one conversation at the table if things
get off topic i'm going to bring it back to the conversation. And so there was a period, this would have been, I don't know, five, six years ago when blockchain
was like the thing everyone, now it's AI, but back then it was blockchain. I remember.
Some of the people who were doing blockchain have pivoted into AI.
Yeah, totally.
I've seen the decks.
Yeah. There was a point when every dinner I did would eventually meander into blockchain,
no matter the topic.
And the one that was the most egregious was we did a dinner on the wine industry in San Francisco, which was really just an excuse for my friends who have
vineyards to bring their nicest bottles of wine. It was fantastic.
I like how you put it on them.
Yeah, exactly. It was great. And somehow somebody was like, well, something, something, something,
wine on the blockchain.
And you have to bring them back to the conversation.
People will have their thing they want to talk about, but all the other people there came for the topic that you originally planned on.
And so you have to be ruthless when things get off topic.
And that specific tactical thing that I found to be helpful, I always have a notepad.
And so I say, that sounds like a really good topic for a future salon dinner. So I'm going to make a note right now and I'll add that to the
list. And then you just draw a picture of a dick and then move on. Yeah. But let's bring it back
to the topic of this. And then maybe you call on somebody else to get their opinion.
Sorry, that was a big Lebowski reference for people who don't get it. What is the magic size?
I think a lot about group size.
So you mentioned 12.
That's a lot.
That's the upper bound.
Yeah.
Is there a sort of preferred size that you have found for yourself?
Or does the composition really make a small or a big group work?
I'm sure that's a piece of it.
But if somebody wanted to try to experiment with this, read the document, which we'll put in the show
notes, and give a salon a shot, what size would you suggest they start with? The answer is not
going to be very straightforward, which is that there's a bunch of dials that you have to balance.
The best dinners I've ever done were six people who are all super
engaged with the topic. That is like the perfect number. Six highly thoughtful, deep people on the
topic. I would say the problem is you always end up with something like a 20% attrition rate.
And so if you invite six people, you might end up with four people.
And four people you can do,
but it feels less like a salon dinner.
Maybe better for a board game.
Yeah, it may be better for a board game.
You can do it.
It just doesn't feel like it's an event.
So I optimize.
I try to get it to eight to 10
is how many I actually want to come.
To get to that number, I tend to invite 12.
And I usually end up with 8 to 10.
If you have a couple people who are maybe not the most engaged or engaging,
it doesn't throw a wet blanket on the whole event.
And you can kind of bring them in slowly.
And so I found 8 to 10 is really the number to shoot for that I think
balances all those variables particularly well. And in this case, because of the folks who are
being invited, are you doing this yourself? Do you have EAs helping or is this more of a
project that you take ownership of? Yeah. So I generally pick the topic.
I always send out some explanatory text of motivating questions of
what is the topic. I use ChatGPT for that. So like a recent example for the Epistemic Commons
salon, I asked ChatGPT, I'm planning on hosting a salon dinner. I need five questions for this
topic. Here are the issues that I think are relevant. Can you create some motivating questions for the dinner? And it nailed it first time. Almost every time it does. It's pretty
remarkable. And you have created the invitee list? So yeah, I've been adding people to the list as I
meet people, as I find people I think would be interesting people to have at these dinners. I
just add them to a list. Once I come up with a topic and the motivating questions, I pick a date.
And then I tell one of my EAs to send out the invitations.
The whole rest of the process is basically done by them.
My only real involvement is I pick a topic.
And then she compiles all of the people that have opted in.
And then it's usually 20 or so people, depending on where it is. And then I will
curate who I think will make for the most interesting conversation from that list.
Question about the email invite, and this is going to be very granular. What does the language in
that invite look like? And maybe it's too much time in Japan, but I'm very sensitive to, overly
sensitive probably to a lot of social
etiquette stuff, which will tie back to Calendly, so I don't leave that dangling as an orphan topic
briefly. We'll touch on that. Is it, maybe not speculating is the best way to go,
what does the email invitation look like? And then does it come from you or does it come from
your assistant who is writing in your voice? What does that look like?
So the specific text of the email
is in the Notion doc. So that'll be easy to share. I basically say, I'm hosting another dinner.
Here's the topic. Here's where it's going to be. Here are the motivating questions. I got it. So
it's first person in your voice sent from your account by your EA? Yep. Sent from my email by
my EA. And at the bottom, it says sent on Sam's behalf by Sam's
EA. The people
then respond to it. Those get
tracked. And I also
usually about a week before
the event, when things have sort of
finalized, my EA goes through
everyone on the wait list and sends them a
note saying, like, sorry, but there
wasn't space in this one, but we hope you can
join in a future dinner. I find that's a nice nice instead of just ghosting people closing the loop on it and
very rarely but occasionally somebody flips out and then i just remove them from the list and
they don't get invited anymore yeah yeah if you don't uh don't not want that as 20% of your attendee base. It's not worth it. Calendly. So since you are using your calendar
as your fine-tuned to-do list,
let's just say,
that means your availability
would seem to be much more predictable.
What is Calendly?
How do you use it?
And how do you overcome
some of the social hurdles
that might be associated with
it calendar is a it's an incredible time-saving tool where you set times that you're available
it syncs with google calendar and so when i have time blocked off to do things it doesn't show up
as an availability and you set what hours are available and so people can just pick time on
your calendar this is why i think when I get a calendar link from somebody,
I'm touched because they're allowing me to impose upon their attention.
They're saying, I'm giving you access to my time.
Whenever is convenient for you.
That's a tall order to get that from somebody.
For some reason, there are people who are deeply offended by it.
And I really do not understand it. It's not a small percentage though. It's a decently
high percentage. So have you found any way, just like the sent on Sam's behalf at the bottom,
right? I think that's a contributing ingredient that helps that to work.
Are there any ways you've been able to preemptively smooth potentially ruffled feathers
with calmly or not really i think the the solution is just to slowly filter those people out of your
life i think that's kind of the answer like if if that's the hill you want to die on and like
we'll be on different hills it's okay right okay it makes sense so we we I keep teasing this, it's like after the next round of
commercials, but we are going to come back to what you do with four EAs, but these are all
interrelated. Briefly, a question on sort of higher level principles related to inbox,
and then just the tactical question of how do you actually go through your inbox yeah so the
first is you talking about and i'm putting words in your mouth but trying to to recap here see if
i get it right basically doing a version of repeating the task back to you which is reducing
the ability of unwanted or unhelpful or unactionable information to impinge on your life. So you
can be proactive. However, you spend a lot of time in email. And for a lot of people,
that is the arena that you enter that is full of everyone else's agenda for your time.
So you can become very reactive. So I'm wondering how you think about using email proactively and not becoming
overly reactive, getting pulled away from your priorities if you've set them.
And then I suppose the following question is just how you process email.
I'm an inbox zero person. I try to hit inbox zero at least once a week, which is the practice of
marking all emails that you've
processed as done. So you get to the end of the week and you have processed all of your emails.
It is definitely one of the holes in the strategy where I get lots of uninvited inbound information.
I do have a process by which my EAs clear my inbox. I have a separate category called not
important where they go through and they just
move all the things they don't think I need to see into that. And I check it every once in a while.
And in the early days, every so often they would flag something is not important that I actually
should have seen. But at this point, it's like a 100% success ratio of them seeing my patterns.
And typically what I do is I turn on a loom as I'm going through the not important.
And I say, yep, these all make sense.
Oh, this one should probably keep in because of this reason.
This one we should pull in because of this reason.
And then I just share that to them as feedback.
And then the process just gets better.
It's probably the biggest hole of people imposing upon my attention.
It's something that I'm trying to work on a solution to.
I know there have been interesting companies that have tried different things like you have to pay
money to send somebody an email. I don't know if those ever took off, but that's an interesting
strategy. It's like just adding some friction. It's like, yeah, if you pay me $100, you can send
me an email. That's okay. And I will read it. I will definitely read it if you pay me $100
to get an email. Sure. So the nature of processing email, I think the way to do it most efficiently, I use Superhuman
as a tool.
Hotkeys are probably the lowest hanging fruit for people to improve their productivity for
almost no cost.
Now, how do hotkeys differ from keyboard shortcuts and Gmail?
It's the same idea.
The thing is, most people just don't take the time to learn it.
There's several studies on this that I can share with you, but it's like free productivity.
You spend a handful of minutes, 15 minutes, maybe 10 minutes one time learning what hotkeys to use.
And most people will see a 10% to 40% increase in productivity immediately for the rest of their lives.
And yet, most people don't take the time to learn them. Like it is, if you are not using hotkeys to process your email,
to do, if you're in Figma, learn the hotkeys. If you're in Photoshop, learn the hotkeys. It's a
free productivity boost for almost no cost. And in the case of email, and you have reply,
reply all, archive, what are some other functions that you would access with hotkeys?
So, you know, Mark has done, I think one of the biggest ones is snippets, where you have pre-drafted messages.
And this is something that it's really easy to see when, a good example, my co-founder Casey, when she was struggling with email, I asked her to just record yourself doing email for however long it takes, and then I'll watch it and give you feedback.
And this is the workflow thing where she just recorded it, she shared it with me, and there were many points where I would say, hey, during this point, have you noticed this is the fourth time you've sent this exact same email and you type it out every time? You should just create a snippet and you should just send it to them. You see this
part here where you wrote a very long response. He was actually really just asking for a yes or no.
You didn't have to provide much longer context. You could have said, yeah, that sounds good. If
you need any more context, let me know. And that could have been it. You didn't need to spend 15 minutes on that. You could have just said, yes, and if you need more context let me know and that could have been it you didn't need to spend 15 minutes on that you could have just said yes and if you need more let me know
and i can give you more so don't make the assumption that you have to spend 15 minutes on it
if you usually don't have to and so just having that feedback loop is really helpful and this
keeps tying back to loom as a useful tool for this but like being able to just see it in the previous
era you would have just had a coach
standing over your shoulder watching,
and now you can do this asynchronously.
I can watch it at 2.5x.
I can skip over parts that are not relevant.
So it's a really big enablement tool.
And for the sake of clarity, to confirm,
Inbox Zero does not mean that you have handled
all of the tasks or content associated with those emails.
It simply means that you have either responded to them or moved them into another form factor like calendar so that you no longer need that email vestige.
You can archive all that.
100%. It's reducing that stress that is created by having this ambiguously long list
of potential tasks that you need to do. There's no way to see in an email that I need this from you
by two o'clock today, or I need it from you next month. You have to go through every single one
individually in order to get that information. All right. So the question of the hour, what on earth do you use for assistance for? I use it for a lot of things. Actually,
I have a public notion database of all of these tasks. I filtered for the ones that
contain confidential information, but there's, I don't know, 40, 50 of them that are kind of
examples. Great. And so we'll put those in the show notes as well. Yeah. So some simple things are before every call, I send two days before the call, I send links that provide
more context for who I am, what the company does, whatever the thing is. And so two days before they
get that information, they also do follow-ups. So I have a Notion page called Sam's Calls, where before I jump on this call,
I have all of my call notes stacked, and I have contacts on each one of them. So I open up my
calendar, I go to the call, and then I open my notes. And it's your call with this person. Here's
a screenshot of the email that you had with them setting up this meeting. Got it. Your EAs are
creating all of this. My EAs are creating all of this behind the scenes.
I used to do it myself, but over time, I just trained the EAs to do it so I don't have to
do it.
And it really just gives me a ton of leverage.
So things like almost nobody I know pays attention to their LinkedIn messages anymore.
It's just a cesspool.
But if you have an EA that you've trained to like, filter out any random requests from dev shops in India,
just archive those immediately.
And if there's anything from these sorts of people,
just send me a note and say,
hey, I think you should respond like this.
This is the semi-automation part.
Same with Twitter DMs.
I don't manage those.
I get a
screenshot whenever somebody that they think meets the criteria that they think I should be talking
to, and that's all managed by them. And so those are just a handful of examples of the ways in
which I can get leverage on my time. Things that I used to maybe do myself, but at this point,
I have so many of these tasks like another one that i have my
ea's do consistently is i'm really diligent about tracking my time this is uh it's one of those
interesting things where this is similar to calendly i get people who just aggressively
negatively respond to the idea that you pay attention to where your time is going
i don't really oh yeah that's one that i wouldn't have expected they're like do you pay attention to where your time is going. Really? Oh, yeah. That's one that I wouldn't have expected.
They're like, do you really need to optimize every 15 minutes of every day?
Don't you have time for spontaneity?
These are the common things that I hear.
The answer is like, yeah, of course, I have lots of time for spontaneity.
I schedule it.
It's like, this is a week.
I'm not planning anything.
Anything could happen.
But I'm doing it on purpose not by
accident and i don't know where that negativity comes from but i certainly hear that a lot so
one of the things that they do is i have a set of categories that are things that i think that i
want to do with my time and so every 15 minute increment i think weekly they go through and
update a spreadsheet of each block and then they categorize
it in one of these 10 categories and then at the end of the month I can see how I spent my time
and it is humbling to see how often what I think I'm spending my time on and like my stated
priorities yeah it's like oh yeah I spent so much time doing recruiting last week.
Yeah, I thought I was eating lentils all month. Turns out it was 80% Snickers bars.
Exactly. It's surprising. I really try to be diligent about it. And even so,
I think this ultimately comes from there's an emotional cost to doing certain things that
you don't like to do. Yeah, I think it's huge, for me at least. Physical too.
Yeah. Yeah. All right. So how do you course correct?
What does that look like?
Are there certain tasks or types of work or interactions that you just categorically do
not engage with now?
Are there kind of no categories for you?
It's more that having the awareness.
I was talking to somebody recently about this, where we did a values
exercise and they came up with a set of values that they have. And then it's a bit of a trick
question because then you say, all right, let's go over your calendar and how you spent your time.
And they'll say, oh, my values are friends, family, this, that. It's like, oh, how'd you
spend your time? It's like's like youtube instagram did you notice how
none of these things match like your actual priorities are consuming news your actual
priority is doing sports which is fine there's nothing wrong with that but empirically your
priorities are this how you spend your time are your priorities. And that's a difficult thing for people to understand.
But it really is like an epistemological problem where the example would be if you're an axe murderer, but you go your whole life and you never murder someone with an axe.
Are you actually an axe murderer?
Like the act is what makes you what you are.
I think this is Ben Horowitz's book.
Like what you do is who you are.
That is what it is.
How you spend your time doesn't matter.
Your calendar is your priorities.
Like it is the empirical record of your actual priorities.
And almost everybody that I talk to,
those two are not matching.
So for those people listening,
they might think, well, for assistance,
not to beat a dead horse,
but I think it's maybe a semi-dead horse that's worth beating a little bit more.
They might think, why four? I mean, I imagine that one would be more than enough.
What about, and this comes back to an earlier concern of maybe novice intermediate delegators.
I consider myself a pretty experienced delegator and I still think about this and it causes me some hesitancy under utilization. But could you give a few more
examples of tasks and why it makes sense for you to have multiple people? Almost all of the tasks
that I have them do are recurring ankle biter tasks that would take me five minutes here and
there. And the reality is they just accumulate.
So part of it is that almost certainly I will be able to do it faster and more effectively.
But this is a comparative advantage thing,
is if it takes me 10 minutes and it takes them 30 minutes,
that's fine because I have other things
that I could be doing with my time
that are higher value than these tasks.
And so if I could be spending 30 hours a week on these tasks, it might take them 90 hours a week,
100 hours a week of effort to be able to do these tasks. But then I don't have to do them anymore.
And then I can do other things. And so the underutilization thing has really,
I certainly didn't start with four. I started with one, and she's been great.
An interesting thing about this is we're really leaning into remote. She's in the Philippines.
We don't overlap very much in terms of time zone. I have still not communicated synchronously with
her. All of our communication has been async in looms or in content or in some form of async
manner so that you can reference all of your previous conversations.
I don't have any specific reason not to talk to her.
It's just we haven't needed to do that.
That's incredible.
All right.
So we'll make that list of tasks available.
Where are the most common areas for improvement, growth opportunities for people who are
blue belt delegators, right? So these are people who've been, maybe they've been working with an
EA for six months, a year. If they were to send you, you were just magically able to ingest with
a port on the back of the head, like the matrix, a thousand thousand loom interactions they've had workflows etc much
like you looked at your co-founders email flow what do you think the most common types of advice
would be or issues would be that you would spot for somebody who's a blue belt which i don't know
my belt i assume that's blue belts medium belt it depends on it depends on the the system we're
talking about but yeah what i mean to say is intermediate. Yeah. If somebody is intermediate, I would say that one would be creating a system of feedback loops.
Because one of the things that fails here, and this was a conversation I recently had with somebody on our team,
who said that he just doesn't feel like he's getting leverage out of his EA.
Which is surprising because I see how much leverage he gets.
And having a system where you keep track of all of the ongoing tasks. And I said, okay, cool. Well,
if you don't need one, that's not a big deal. Obviously, it costs us less money. But before
we do that, let's go into the database and let's see all the tasks that this person is doing for
you. And let's decide which of these we don't need. And he had something like 30 ongoing tasks.
And I said, how about this one?
He's like, no, no, I definitely still need that.
How about this one?
Probably should keep that one.
And we went through almost all of them.
I think we eliminated two of them.
It's like, okay, well,
it sounds like you're getting a lot of leverage
out of your EA.
Let me ask a strange question.
Why would he be interested in having his EA do less?
Did he feel like he was spending more time on managing them than the work product that was being produced?
What is his incentive?
How does he benefit from having this conversation?
Yeah, he is somebody who has the company's best interest in mind.
And he just doesn't feel like we're getting X dollars in value from this person's tasks.
And then we looked at each of the tasks and we looked at how much time each task takes.
And the thing is, they're happening behind the scenes.
And so he didn't have a lot of visibility into it.
And so this is one of the reasons why we actually internally, why we do the Friday Forum is celebrating wins.
Having artifacts to represent progress is actually
really important. And by artifact, you just mean some type of captured media generally?
It can be anything. It can be an image, something that shows progress over time. People need to feel
that things are working and that things are good. If they don't, you just leave this void.
The example of the person who felt like
he wasn't getting leverage from his EA,
he just hadn't looked at all the things that they were doing.
They were all there.
He could have found them,
but they were all happening behind the scenes
and he forgot that the automation was even happening.
And so just having that visibility and saying,
okay, we ended that conversation going,
you actually might need another one
because you're already almost at the limit of this person's capacity.
And we only eliminated two out of something like 40 tasks.
Another one that I would say for people who are blue belt level delegators is really doing more in parallel tasking, which is anything that you are going to do anyway.
Just have your EA or chief of staff do it as well.
But don't put them in the mission critical path. This is one of the failure modes that a lot of people have. Could you give a
concrete example of what that might look like? Yeah. So let's say you have something that needs
to be delivered on Friday and you were going to do it, but instead you hand it off to your chief
of staff. Don't rely on what their output is to get that delivered on Friday.
If you were going to do it yourself, just do it yourself anyway.
What type of task might that be?
I'm just trying to imagine.
Because for instance, if I had a deliverable that required interacting with a team externally,
let's just say some marketing agency, if we both tried to pursue that task,
it would become very, very confusing. I think an example would be you need to put together a slide
deck for a presentation on Friday. And you can say, hey, you put it together and you don't want
to show up in that meeting or like an hour before and realize the slides are bad. This is a thing
people often do is they delegate it and then they forget about it when really you should just do it in parallel such that worst case scenario,
you just throw out their version and give them feedback on it. And what people usually discover
is that people do a better job on a first draft with almost no context than you would anticipate.
You just give them maybe by loom
some instructions of, hey, I'm doing a presentation on this. Here are the messages to read through.
It should look something like this and outlined kind of like that. And then you see what they
put together. And if it doesn't work, you give them feedback. A recent example for us is one of
our engineers, Marillo, needed to do a retro on a project that took him
about three ish weeks what is a retro retro it's like a retroactive document that just says here's
how the project went here's what went well here's what went poorly here's what i proposed for next
steps it's the less morbid equivalent of a post-ortem. Exactly. It's the same thing. It's just a less morbid title.
So he was going to do it himself.
And I said, great, you should do it yourself.
But also, since we do daily async updates,
so every day he posted a loom of his progress that day.
I said, but also in parallel,
ask the product EA to do their own retro
from what they got in context from your daily updates.
And just so I understand, the objective of this is for people to become more comfortable with delegating more responsibility.
Yeah.
In the same way that turning on a loom, worst case scenario, you just delete it.
It's kind of the same with parallel tasking.
Worst case scenario, you just don't use what they came out with.
And then that's fine.
Like you were in the same exact position now as you were before.
But oftentimes what you'll discover, like in the example I gave for the retro,
you realize, wow, this is 80% as good as the one that I came up with.
And I thought I had context that only I had.
And so he said,
thing I learned from that experience was I should put more information in my daily updates so that
I don't have to do any work next time. I just put a little bit more work into my daily updates and
then the entire retro can be done by an EA. And so it saves you a lot of time and you can build
that confidence and you can give feedback. And oftentimes it only takes two or three cycles of that doing it in parallel before you can largely be hands-off and then they
can eventually be in mission critical positions. Very helpful and something I haven't tried.
Yeah. So I should try it. All right. My next question is related to a bullet for an interview,
a prior interview you did, which we or actually no, it was not an
interview, it was a podcast, Founder Dynamics podcast. And the, I suppose, synopsis for the
purposes of our conversation is that this is an episode that gives a feel for what it's like
working with you and how other people perceive you. And I recently interviewed Dustin Moskowitz,
co-founder of Facebook, co-founder of Asana, current CEO of Asana.
And in prep for our conversation,
they also did an immaculate job of prep notes and they sent a number of
different things.
One of them I had not seen before, and I've had some interaction with Dustin over the years,
was a, in effect, I can't remember the title,
but it's working with Dustin as a document.
It's basically a user guide to Dustin,
and it lays out all sorts of things.
His temperament, his preferences, the things he hates,
his Enneagram type.
And I found it very compelling to the extent that I'm probably going to create something like that.
Because it could also be useful for external parties, contractors, agencies, who knows.
Do you have something like that? Or what form does it take?
Exactly the same format. We both took it from the same person. I don't remember,
I think he referenced it in the podcast,
but there's a specific person who popularized this,
and we largely use the same format.
It's also part of our onboarding.
One of the deliverables at the end of month one
is each new hire writes their own user guide,
and it's been super helpful.
Okay, so in that case,
could you just, for people who have not listened
to the
Dustin episode or seen the document, what are some of the key ingredients in that user manual?
Some of it. I wish I could give proper attribution to the person upstream. I can't recall the name,
but we can put it in the show notes for folks. For sure. One of the categories is just
background. We do a little bit more work than is typical. We actually hire a writer to do what we call a spotlight,
where they interview this person and give a whole rundown of interesting things about them
until you read a little bit more about them.
You learn what their hobbies are, where they grew up, all kinds of stuff.
The more tactical things are communication patterns.
For example, for me, I really, really do not like being interrupted.
And so my phone is by default.
Sorry about the last two hours.
No, I mean like during the day.
Okay.
Yeah, like intraday interruptions.
So my phone by default is on do not disturb mode pretty much all the time.
It is often in airplane mode.
And so when I'm working on things, I really, really do not like getting text messages from
people like anything urgent, because this is something that I've just come to accept
about myself is that it takes a long time for things to get loaded into memory and these
constant context switching.
This is why I load all of my meetings on Monday.
If I'm in manager mode as opposed to maker mode,
I have no issue context switching all the time.
But if I'm trying to deliver something
or I'm trying to write code and I get disrupted.
Yeah, you drop all the balls.
Yeah, it's a real problem.
And I feel it viscerally when I get pulled out of flow state.
So I usually tell people that
when you see a deep focus block on my calendar, unless it is a real emergency, don't text me.
Send me a note. I'll get to it at some point. Other people are exactly the opposite,
which is they say, text me anytime. And I like to be fast responder. That's my thing.
Gunslingers.
Yep. And there's nothing wrong with one way or the other,
but just learning how to interact with different people,
we found it super helpful.
What else would you say about what it is like
to work for you or how others perceive you?
One thing that I would categorize as a misconception,
which is that I'm extremely diligent
and rigorous and disciplined.
My default behavior is not disciplined.
I've worked with some people like my former co-founder Todd Opalski, who was in special
forces.
And he wakes up at like four in the morning every day to work out for two hours.
And he's one of those guys.
And he just does it intrinsically.
I schedule early morning meetings like 8 a.m. breakfasts,
because if I don't, I won't wake up.
I will sleep until my first meeting,
and if that's at 11, then I wake up at 11,
or I wake up 30 minutes before.
And so I've created a lot of structure around me
to make sure that I'm on the path.
So some of it is reducing friction here, increasing
friction there. If left to my own devices, I would spend all day on social media and YouTube,
and I would sleep in, and I would not be able to do the work that I need to get done.
And so there really is not this intrinsic capability to be super disciplined it's around creating structures around me to
force me to do the things that i want to do at some higher level yeah i would say i'm very similar
yeah oh yeah oh yeah big time it's like the scaffolding is really important yeah scaffolding
is incredibly incredibly important let's we can always come back to anything that comes to mind related to that, but memo culture over meeting culture, what is the role of memos and why are they important?
I think some of this is philosophical, which is people can debate this, but I do believe
sincerely that writing is thought. Yeah, I agree with that.
Yeah. If you cannot write out your ideas, you do not have coherent thoughts. And a lot of people
can convince themselves in a meeting where they're talking to people like, oh yeah, I made a really
good point there. Or like we came to a good conclusion. Go back and read the transcript.
Yeah, exactly. And I did an experiment with this where I tried to figure out there's an emotional Go back and read the transcript. I just had a call with somebody and I just spitballed all my ideas. And I tried it.
I did this with my co-founder and we just like bounced back ideas for a couple hours.
And then we pulled the transcript and we pulled the useful bits.
And we had like two paragraphs of useful information from a couple hours of conversation.
It's like, man, that was not helpful.
It's just writing is thought.
And so I think where it comes down to is having a really thoughtful memo.
It's an artifact that you can reference in the future.
It gives you these data points of what were we thinking at each point in time?
Why are they important?
I understand maybe the function, right? But if we zoom out,
what is the impact that these memos are designed to achieve?
We have a memo on memos. A memo about memos?
Yeah. It's about long-form memos. Turtles all the way down.
Yeah. It's on long-form memos and decision-making, which is that some of this
is just a personal preference, but I think there's some universal truth to it, which is that for me
to have confidence that somebody is good at their job and knows what they're doing, you don't just
get that for free. You have to earn it. And it typically comes from, in my case, a long-form memo. If you join as a good example of this, Mike Haney, our head of editorial, I wrote our first editorial strategy.
And it was okay.
It had some broad strokes of, we're going to focus on this kind of content and not this kind.
It was an okay strategy.
And then we brought on Mike Haney, who is from Popular Science Magazine. And his first task during onboarding, during his first month, was put together the next
version of our editorial strategy.
And it was easily 10 times better than the one that I came up with.
And it was just like, okay, we clearly hired the right person.
Everything in here is better than what I came up with.
So I trust him to make these decisions.
And so we usually ask people,
as one of their first tasks,
especially if they're a functional leader,
to put together a strategy of
what is it that you're going to do?
What are the strategic elements of your function?
And convince me that I can trust you
to do this effectively.
And the only way to do that is in writing.
Having all of your thoughts written out.
And some of these memos are pretty long. And prose and not bullet points these are full sentences some of these
are 10 20 30 40 pages i think our longest memo is like 200 pages what was that about yeah but it was
a big commitment it was like a commitment of something that would have cost about 10 million
dollars i see and so i really wanted to make sure that this person knew what it is that
they were doing and that's answering the question what is it you're going to do and why should i
trust you basically yeah it's 200 pages yeah took him it took him you know more than a month to
write it is there anything to the uninformed criticism that if it took 200 pages, maybe the thoughts aren't all that clear?
No.
I mean, it was an incredibly thoughtful memo.
All right.
Like, it required a lot of context from areas that I did not know before.
And I needed to be convinced that this was a good idea.
And the thing is, people are like, 200, that's ridiculous.
It took him about a month of full-time
effort. You should be a professional
writer. That's faster than me.
To be fair, it's not copy
edited. There's a lot of scratch
notes in there. It's
not intended for distribution. It's an
internal memo.
What people often miss is
that this one person's
set of decisions, if it took him a month to come up with this decision, that is going to impact probably 20 or 30 people for the next couple of years.
And if it takes him an extra week to make the right decision, by all means, take an extra week, take an extra month, take however long it takes to make sure that this is the right decision because it has
long-lasting implications for the business. And so you kind of have to weigh these things on,
you don't need to write a 200-page memo for something that's really trivial, but you still
have to convince me that this is the right decision. And you can say, look, here's what we
think. Here's a comp that does it really well. It's going to take us one week to try it. It's like plausible.
Sure, great, go for it.
But if what you're saying is
here's how I want to spend $20 million
over the course of the next two years,
it's got to be pretty convincing.
And it's probably going to be more
than a couple of bullet points to convince me.
Do you have any style guides
or book recommendations
that you provide to new hires?
They could be junior, they could be senior,
to make them more effective written communicators, better writers?
We've tried. We've thought about it.
The best style guide that we have is really just our existing memo structure.
There's somebody, David Perel, who does a writing course that we've talked about,
maybe putting together something for corporate writing, but he hasn't put that together yet. Hopefully he does at one point.
There's definitely space for something that you can give to people in a corporate setting to help
them up level their writing skills. It definitely does filter people out. We've had people opt out
of our interview process because of the requirement to do writing and
one could argue that those people might not be capable of the kind of thought that we need them
to i mean they'd be incredibly unhappy in the company also so for sure good opt yeah out early
i very much view this is one of the failure modes that i think many companies find themselves in
with recruiting is that it is fundamentally a matching problem, not a sales problem. And so I share a lot of information during the interview
process of all of the reasons why you probably won't want to work here. And some people are
super energized by those. I had an interview very recently where I talked about all of our
one-on-ones are recorded and shared. In fact, this conversation that we're having
in this meeting, this conversation is recorded
and will be shared with our whole company.
And the response was,
okay, can we delete this recording
and I don't want to be part of this anymore?
It's like, great.
We've now ended the process.
Best luck in your future endeavors.
Exactly.
And there's probably a place where it's a better fit but this definitely would not have worked and so yeah it's really about finding those
finding those points at which somebody will opt out of the process are there any particular memos
that have had a disproportionate impact putting aside the memo related to the large investment
that would be occupying dozens of people for several
years, which I recognize we've already covered as important. Are there any shorter memos that
you think have had a wide-ranging or long-lasting impact that you're particularly proud of? Not
necessarily that you wrote, they could be. Yeah, there's quite a few of them. I think one of them
is an article you wrote on organizational entropy, broadly on strategies for fighting it and i think that was really helpful for a lot of our
managers to just recognize i was talking to somebody on our team who this is a bad habit
a lot of engineers find themselves in as well where you get really deep into a project and
the code base gets kind of complex and then you say i just
want to start over and then you start over something smaller which is lower complexity
but it takes you a long time to just get back to status quo but now it's lower complexity and then
at some point it starts to get complex again and you say i don't know let's just start over it is
almost always the case that what's happening is parts of the code base are rotting and there is no
mechanism for keeping the documentation up to date and the assumption that a lot of people have
is once it's shipped then it's done but really you just created a new evergreen obligation for
yourself every new surface that you add is an obligation to maintain maybe forever is what you
mean by surface as in like if you create a new screen on your app you now have to maintain maybe forever. What do you mean by surface?
As in like if you create a new screen on your app,
you now have to maintain that forever or somebody does.
It's not just done and then you can move on with your life.
You always have to have some process for saying- This is your bonsai garden.
Yeah, exactly.
You have to constantly come up with a process for,
hey, this screenshot that we just made on this new website,
this will be out of date next time we update our app. And so you have to create a process
for on some regular basis, maybe weekly, maybe monthly, check is the current state of our app
aligned with the screenshot of this surface? And then you have 50 surfaces. You have to check all
of them to make sure. And if your conclusion is that is too much maintenance, then the answer is, well, then
you need fewer surfaces and you need to figure out how to reduce that complexity of maintenance.
So next, I would like to chat about your sabbatical briefly.
And that may not be the term that you would apply, but you took a year off after your
last company and you studied two things, theology and network theory.
Why did you choose these two? And I understand these words separately, but honestly, I have no
idea what network theory refers to. So how did you choose these two? And then could you please
explain network theory and what has come of that? I had a whole list of topics.
Some of them ended up being much simpler or more shallow than I was expecting.
One that was simpler, I had on my list of things.
Bigger calves.
How can I get bigger calves?
One of them was getting up to speed on the state of AI.
This was five years ago now.
And the last time I had done it was maybe 10 years ago.
And it was really hard.
There were no libraries.
There was no real tooling.
And then next time I get into it, a friend recommended the Fast AI course.
And it was so easy.
My goal was to create something that can recognize images of cats.
And it was literally the tutorial in Fast AI, was to recognize images of cats. And it was literally the tutorial.
And that was to recognize images of cats.
I had planned to do three months on this,
and I only ended up spending maybe a week on it because I was like, I get it now.
I see what this can do.
And so theology was one that I became interested in
because my-
Lots of books available.
Yeah, for sure.
I grew up, my father is Jewish and secular.
My mother is like Richard Dawkins style atheist.
And so I grew up not really knowing anything about religion.
We went to temple every once in a while,
but more as like a cultural thing.
And if I'm being honest about it,
I probably spent the first 25 years of my life
generally condescending towards religious people and then as i got older i kept recognizing that
these people who i knew were smarter than me were also religious which was very strange
because this would be a really big oversight little A little cognitive dissonance. Yeah. It's like, how is this possible?
And so my conclusion was that there's something about religion.
It is more likely there's something I don't understand
than it is all of these people smarter than me
are missing something that I think is obvious.
And so I spent a lot of time.
I interviewed a whole bunch of my religious friends.
I went to a Bible study class for 10 weeks.
So a Christian Bible study.
And it was really, really interesting.
I think the...
May I ask you a question?
Yeah.
How did you choose Christian Bible study instead of Torah, Talmud, whatever it might be?
Or something else?
Some of it just very tactically.
I knew a lot more about it.
I went to Sunday school growing up. So I knew a lot more about Jewish tradition. I knew a lot less about Christianity.
The version of Christianity that was on my mind was like all the bad things, the crusades, the
bigotry, all of those things. And what was fascinating going to this Bible study class was how the opposite it was of that.
It was all about humility.
It was about love and caring.
And just over and over and over again on all of these courses.
And it was a very different feel for religion than I was expecting.
What came up, having talked to a whole bunch of religious friends, part of the
reason why I also went to it is some of my friends were going to that church and they invited me.
What was really interesting was this one friend in particular changed my perception of what
religion means to people. He is somebody who, I didn't know this because as long as I've known him,
he's been very Christian. He told me how he grew up an atheist and when he was i think
30 he was going through a bit of a midlife crisis if that counts quarter life crisis whatever the
whatever the number is yeah i mean we never know who knows and he uh he did an exercise where he
wrote down all of the things that he wants out of life, which is he wanted a community of people that shared the same values. He wanted to be married to somebody who shared this set of
values. He just came up with this whole list and then had this realization, this is Christianity.
He was like, oh my God, the red doorknob or whatever.
He was like, I just described Christianity. And so he went to a church and just immediately was like, this is it.
This is what I've been missing my whole life was this.
I talked to a lot of other people.
There's this separation of the ritual, the...
May I ask a question about that?
So did he end up, I've been looking for this.
Now, this could refer to the total package.
It could refer to the values which may be separate
from beliefs does that make any sense right so did he go whole kit and caboodle including the
the beliefs or was it more the combination of all the other facts in his case he just went he's like
i'm just gonna do all of it now and it's an interesting thing this dive
into theology as it almost always does ended up taking me down a path towards epistemology as well
and define that yeah like what is truth yeah like what does it mean for something to be real or
truthful yeah or to have knowledge yeah yeah and so it's an interesting story because when i talked
to some of my other religious friends they say well, well, that guy's not a real Christian because he doesn't actually believe in God. He
came to it through ritual and community and practice, not through some deep spiritual
awakening. And what was interesting was how different religions, at least the sample size
that I had, which was about 30 people, a lot of the Catholics that I talked to, they had this
deep connection to their community, to their rituals of going to church. But I was often
surprised at how they could not even answer basic questions about their religion. I remember the
first conversation I had with one of my Catholic friends. I said, all right, let's talk about
Catholicism. What is it that you believe
and she said well catholicism is about the father and the son and the holy spirit so okay so father's
god son is jesus what's the holy spirit she said i don't actually know it was just that might be
okay that might be totally fine right and it's, I don't know how my microwave works, but I use it.
Yeah, probably.
I mean, and for that particular package, maybe that's okay. I mean, there's certainly other factions that would strongly disagree with that.
Totally.
I'm sure.
And I came across them.
Yeah, yeah.
Yeah, and it was interesting just to see how different people got different values out of religion. One of the most recent salon dinners that we hosted was on
the bundling and unbundling of religion which is a particularly fun one it's basically how i've
over time i started to realize the convergence of these bundles where i was at a dinner with some
burning man friends and we all held hands to say gratitudes it's like this is like grace there's a lot of reinventing
the wheel yeah like no no it's totally different it's like it feels very similar this feels a lot
like saying grace yeah there's a great video it's an oldie yeah the one that kicked it all off maybe
called ultra spiritual by jp sears way back in the day oh it's basically alternating between new age hodgepodge spirituality and very
clear monotheistic like judeo-christian stuff and it's like same same kind of for sure or at least
the attempt is made so where did you then end up after this study and then we're going to come back
to the network theory but what was the effect that that
had on you or were there any sort of lasting changes of perspective or behavior or priorities
or anything totally yeah i think the most interesting thing was this recognizing the
separation of community ritual that form of religion and the deep spiritual belief side of
religion and i hosted a salon dinner
on this, as I often do, and I had what I thought was this unique insight. And of course, I brought
all my friends who are way better read on this than I did, and I opened it with my thoughts
around this separation. And one of my friends who was there was like, yeah, that sounds a lot like
Varieties of Religious Experience by Williamames and uh he explained it it's like
yeah it's exactly the same thing and he wrote about this more than 100 years ago i thought i
had this unique insight and it was uh it's something that's been known for a long time
i would say one of the things that came out of it more than anything was an appreciation and a deeper
respect for the positive aspects of religion and what it does for people. I think the deep dive into epistemology
also is pretty mind-bending where it caused me to recognize that this is actually something that I'm
still wrestling with is that I really do not believe there is such a thing as objective truth.
All truth is subjective. You can maybe asymptotically approach truth,
but there is no such thing as objective truth. The only way to believe in that is to believe in some
specific higher power. Where I struggle with it is that that path almost always leads to
postmodernism and to really bad things. And so I struggle...
Can you define just what do you mean by postmodernism here?
Postmodernism meaning like your truth is just as valid as anyone else's truth.
Just like complete moral relativism.
100% moral relativism is exactly, it is postmodernism in a nutshell. It's like your
truth is just as important and real as anybody else's. There is no truth, there is no commons
that we can agree on. It's just purely individual
truth is all that matters. That leads to bad outcomes. Just in every society that has these
postmodernist beliefs, Marxism as an example, tends to lead to really bad outcomes. And so I'm
still struggling to figure out how one believes that without leading to some really negative outcome.
One of my pet theories I've had for probably four or five years now,
watching the development and ubiquity of, say, social media, and watching elections,
and watching very sophisticated disinformation, misinformation campaigns, and how people,
I don't want to say by and large, but a lot of folks have ended up in this post-factual, you just can't know what is real, apathetic state.
And some people certainly then kind of bleed over into nihilism for a lot of other reasons.
But my theory, that's more the observation that leads to the theory, which is there's
going to be a Cambrian explosion of religions. They may not self-describe the people who lead these things,
even if they're distributed or self-identify, may not describe it as religion, but it's going to
look like a duck and quack like a duck, but maybe it calls itself, you know, aquatic chicken. Okay,
fine. But I think there's going to be a lot of sort of micro
religions that pop up and maybe not so micro and they'll fight and say that it's not a religion
but like the bundling and unbundling example is specifically i brought up the example of all of
my burning man friends it's like you have committed to a bundle and you can call that bundle a religion
you can call it something else but it definitely definitely rhymes with religion, whatever it is that you've bundled here.
I took a class. I've been meaning actually to get this professor on the podcast and I need
to reach back out to him. I feel badly that I haven't done this. Professor Gager at Princeton,
and he taught a class. I'm not going to get the title exactly right, because it was 12,000 years ago when I took the class, but it was something like
Religion, Cult, and Magic in the Greco-Roman World.
Oh, cool.
Which very quickly gets to the challenge of labeling and has a lot to do with political
powers that be. It has a lot to do with scale, size size and if it's five people just doing some you know wiccan earth
goddess thing it's quite different from like five million doing the same thing and raised a lot of
very very fascinating questions for me that i want to unpack with him so theology topic number one
network theory so this was another topic that i I was particularly interested in more understanding from first principles.
A lot of people know things that are tangentially related to network theory, like the Dunbar's number, 150 people.
People have some general sense that having a strong network is good.
And I wanted a better understanding from first principles.
So it's both network and graph theory are sort of the two related topics.
Network theory, in my experience, is the language that people typically use for interpersonal human networks. And graph theory is more math. I did a gratitude exercise maybe
five years ago during the time off when I just listed all the good things that have happened
to me in my life. And I think I listed 100 things was the goal. I think 97, 98 of them were because of somebody that I knew, not because of something
that I did, which was really surprising. And so I decided I'm going to really put a lot more
attention towards who the people are in my life. And so I, I set a goal, which I still have of
keeping up with a thousand people that
I care about every quarter. Holy shit. That sounds like a lot of people. It's a lot. I mean, it takes...
How did you choose that number? Because it felt... A hundred was too easy? Yeah, a hundred was trivial.
Ten thousand was way too much? Basically, yeah. That's basically it. A thousand felt tractable, but hard. I probably haven't hit a thousand
in a quarter in maybe two years, but I regularly exceed 500.
I feel like my cortisol has spiked so hard since you just mentioned that. Maybe I'm just
more introverted. I don't know energetically how I'd manage that level of communication.
So I think some of it is, and this was something that I learned during the process of really trying to be more intentional
about who I spend my time with. One of my values really is friendship and people that I care about.
And I wasn't prioritizing that to the degree that I thought that I was given how important
it is to my life. Pretty quickly within, I don't know, some amount of time, I realized that
the list that I had put together of the people I want to stay in touch with,
not all of them wanted to stay in touch with me. And that was...
It is a two-person dance.
Yeah, exactly. And I don't think I'd fully appreciated that. Energetically, it was very hard
because I was trying to force these people to want to spend time with me. And they clearly didn't.
Bill Gates, I'd appreciate it if you would reply to some of my letters.
Thank you.
Exactly.
And so at some point, I realized, you know, I'm just going to change my list.
I'm only going to have people on here who I think also want to spend time with me.
So it's in both directions.
And so if I keep reaching out and they keep canceling or ignoring,
it's like, that's fine. I don't take it personally anymore. It's just they maybe have kids now,
they have different life priorities. It's 100% okay. And maybe in five years, we can be friends
again. It's not a big deal. I used to take these things a lot more personally, and I just don't
anymore. And so network theory is really understanding why
some of these relationships are more valuable in whatever way you choose to describe value.
Is it professionally valuable? Is it personally valuable? Whatever the thing is. And there are
several categories that are especially relevant for interpersonal human networks. One that is,
it's a really underappreciated form
of network centralities.
It was called eigenvector centrality.
There's a famous paper by Paul Granovetter,
I think written in the 70s,
called The Strength of Weak Ties.
Cool title.
Yeah, it's a very important paper in network theory,
which it talks about how much more important
weak ties are than strong ties.
How you are more likely to find your next job from somebody who is an acquaintance rather than
a friend. How you are more likely to find your life partner from an acquaintance rather than a
friend. Is that because the close friends are so overlapping that the introduction of novelty is less likely.
Exactly. It's what's known as a dense network. It is a network where all the people in the network
know each other. And so almost necessarily, you already know all those people and you already
have all that information. So if there was a job in that group, you would already know about it.
And so the second degree and the third degree eigenvector is like the nth
degree outside of your network are the people who you should really be thinking a lot more about
and that's where a lot of the value comes from and so eigenvector centrality is when i really
understood this concept i started shifting the way that i spend my time and building a network of it is infinitely more valuable to have one friend who is in a
different dense network than another friend in the same dense network because you suddenly have
access like knowing one person in the apparel space versus zero makes a massive difference
because they probably know all the people in the apparel space. Knowing
one person who's a professional basketball player is way different than knowing zero because they
know all the people in pro basketball. And so this is more thinking about it from a professional lens
of when you're doing fundraising or you're building a company, you never know where this
value is going to come from. And so finding ways of creating this strong
eigenvector centrality, as opposed to what most people think of when they think of popularity is
what's called degree centrality, which is how many people you know. And if you're the mayor
of a small town... Or how many people know you. Sure. This is a slightly different thing. But yes,
that would be called diffusion centrality. Degree centrality is basically popularity. If you're the mayor of a small town, you have high degree centrality,
but probably nothing beyond that. You are the most connected person in a dense network.
Eigenvector centrality is how many people do the people that you know know. And so it expands
really exponentially beyond what you would get from degree centrality.
So let me interject for a second to ask a question. I find that it logically makes a lot
of sense if you are trying to increase the surface area upon which opportunities and
serendipitous introductions slash information can stick.
And in the last few years, I've taken a very different approach.
I don't know the network theory terms for it,
but I've looked at my calendar every year I do this.
I do a past year review, look at my calendar,
and identify, among other things,
the people who produced the peak, low, and high emotional
valence. So if I'm looking at the positive interactions that were disproportionately
positive, and then the people I interacted with who produced very disproportionate negative
emotional states, I cut out the latter or dramatically
reduced to the extent possible. And then I try to increase the time with the people who are grouped
in the former. What I find is that's a very small group for me. So when I've had opportunities,
and this is probably, life is about trade-offs oftentimes, right? So when I have people offer
to make introductions, and I know that's going to consume a certain amount of time, the question that I ask myself is, like looking at your calendar, I'm like, okay, I know this
could consume many hours. Even if I don't want to engage, I will now have an open mode of
communication with someone, which will have some bearing on energetic cost. Am I willing to apply
that time to this new person, or would I rather apply that to people with whom I would already want to
spend more time in the sense that I'm like, these are your best friends. Do you spend as much time
with these people as you would like to? Did you spend enough time or as much time as you'd like
in the last year? For a lot of people, the answer is going to be no. So I'm like, until I check that,
I'm not going to look for new opportunities. Although I'm in a somewhat, I guess I accomplished maybe what you're describing
through, say, the podcast, right?
I've had 700 podcast guests in different fields.
So it's pretty easy for me to find something
as like a just-in-time introduction
as opposed to just-in-case introduction.
But I guess what I'm wondering is,
at this point, you've hosted whatever it is,
100 salons.
I would imagine you have at least one node,
like a weak tie in most places. For sure. So what are the benefits, the potential benefits that come
from a thousand people a quarter? That just seems like at face value to me, like incredible overkill,
but it might not be. I'm sure I'm missing something. Yeah, I think it depends on one's
goals. And so I think one of the things that would be different is that your signal to noise ratio is going to be
a lot better than mine. Because you are, through the podcast, you can get recommendations from
people on future guests that are extremely high signal. Somebody's putting their social capital
on the line to say, you should meet this person and i think the the nature of it is i
don't say yes to every intro oftentimes i'll say i'm happy to connect with them but i probably don't
have any synchronous time available so i'm happy to correspond by email that's a good phrase yeah
i don't have any synchronous time available but i'm happy to connect by email and then people are
usually okay with that and if they you know, hey, could you connect me with this person? It's like, great. I didn't need a 30-minute meeting to do that. It's like, happy to. Sure, here. So I think in my case, I'm 34. There's still a lot of building in terms of network.
Yeah, you're kind of primetime's a lot of new people and there are, I would describe them as vectors, but all of these different dense networks, there are many of them that I haven't even discovered yet that just through serendipitous encounter through a friend who said that they knew somebody
who was really into continuous glucose monitors. Could I meet them? And I had a breakfast slot
open. I said, sure, happy to chat with them. Six months later, they reached out to me and ended up
connecting me to a very important business contact that I had no idea that this person was in touch
with. And it was like, wow,
who would have thought? And so you never know where these sorts of things are going to come from.
I'm glad we're talking about it because what's fascinating for me is not just how people
do things because without understanding the logic that goes into it, even if you agree or disagree,
it's very hard for me at least to make sense of the actions, right? I like to understand the logic behind it. I think it's a cool systematic
approach. I nonetheless have a lot of anxiety just thinking about it, but that's also a me thing.
I'm kind of notoriously unavailable. I get so exhausted. I mean, it's another reason i don't do many events of any type or public speaking etc
i can get on a stage and do that but if there's any dinner afterwards that where there's like
100 people in a room i need two or three days to recover from that it's it's just not in my
constitution i don't think yeah i'm an intj on the Myers-Briggs. I'm a pretty deep introvert. And I think the way that
I'm able to be protective of it is that I don't do things that I don't want to do.
And doing the Friday forums, my co-founder does them. And it's only because everyone said the
CEO has to be the one who does it. But I said, look, I am not going to be able to do this every week.
I can do it for two weeks, but then it's just going to be super draining.
And Josh likes doing this, so he should be the one to do it.
Similarly, my co-founder Casey goes on a bunch of podcasts talking about metabolic health.
I don't have the stamina to go on a bunch of podcasts with the same sort of talking points and really pitching the vision of metabolic health.
That's not something that I can do consistently.
And so this comes back to the novelty-seeking thing.
And so we had her do it, and she's way better at it than I am.
So I'm really protective of only doing the things that give me energy.
And so people have asked me the
question of what is my superpower? That's a common question that you get. And my answer is honestly
pretty pedestrian. It's just stamina. It's like I have no issue working 90, 100 hours a week
really does not bother me at all. And I only realize that as an advantage, like as I'm seeing
other people struggle with this stuff.
It's not that I can work more than other people.
It's that I'm very protective of what I spend my time on,
and I just want to do more because it's exciting.
So metabolic health, we've not really spoken much at all
about what the company does,
which is very much on purpose
because as we had in our communication beforehand wanted to
focus this podcast on on a lot of other areas but since you also mentioned orange juice earlier in
the conversation can you tell the if this is a sufficient prompt the juice cart moment this is
an investor meeting would you mind telling that story it It's a great story. Yeah, it's funny. At the time, it was my friend, Josh. We hadn't started the company yet.
And we were thinking about, could this software with continuous glucose monitoring,
could this be a business? And Josh, he went to a juice cart before the meeting. Every good
pitch has some amount of theater to it.
And so our idea was we would go, we have a thing of juice and while we're in the meeting,
he'll sip on it. And then there'll be the big reveal at the end. Like, actually,
I can show you right now. And we would see his glucose go up. And so he went to a juice cart.
He got the thing called health drink, literally called health drink. We have a picture of it. He's drinking it while we're in this meeting.
And then this is an early investor pitch to see if there's any traction there.
And sure enough, 30 minutes in, we do the scan.
And he has just rocketed up over 200 milligrams per deciliter.
And he's like, whoa, wait a second.
Which is very high.
It's very high, yeah.
You could just see it in the faces of the investors. They just like oh my god that is i want one of these like i need
to get one of these for my wife this is so cool and so that was the first moment when i realized
there's some real magic in getting these feedback loops because it's like you think this is healthy
it's definitely not it's mostly just sugar so i'm to ask you to do the thing that you hate to do.
But for the purposes, because I imagine there are people listening who might find the company fascinating enough that they would want to consider applying for a job or something like that.
So it could be 20 seconds.
It doesn't need to be long.
But just metabolic health, the mission of the company, you can make it as short or as long as you'd like.
Yeah.
Just to give people an idea of what you guys are doing.
Totally. So, We Levels shows you how food affects your health
using biosensors like continuous glucose monitors. The metabolic health crisis is a
compounding problem. When we started this company four years ago, the diabetes rate was about 10%.
It's now 13%. The rate of diabetes is increasing at an increasing
rate. It's second derivative positive. There are 90 million pre-diabetics in the US. The CDC
estimates that 70% of those people will be diabetic within 10 years. This is a very serious problem.
The numbers are really frightening if something does not dramatically
change. So what almost everybody learns is something that is in their diet, oatmeal,
ketchup that they don't realize has sugar in it. They almost always discover something that is
causing problems in their life that they didn't realize. And so the goal of wearing a biosensor
where you're literally measuring molecules in your body is this is the ground truth.
You don't have to trust Honey Nut Cheerios, which says it's heart healthy.
You don't have to trust them.
You can just see it in your body and your own data, and you can make your own decisions.
That's the intent of the company.
And I should also mention to folks, because I've used continuous glucose monitors a lot, and levels is an amazing tool, and you will also often see things that are very counterintuitive,
or at least not obvious at first glance, like something that perhaps at smaller quantities
is a very healthy food, but at your normal intake quantities, even though it doesn't seem like a lot,
it's the same amount you're frenzy, it actually provokes a huge insulin response. Or glucose response,
I should say. Both. But glucose is a lot easier to use as a measurement. And you might also find
that, for instance, people might associate glucose with carbohydrates, but not always the case, right?
If you have a rocking, gigantic steak, maybe not so gigantic, depends on your personal profile,
it's very surprising how also time of day factors into this. And unless you have
the information, which is different from data, right?
I mean, you can be deluged in data, but not know how to interpret it.
But with an interface like Levels, if you are able to actually get a graspable hold on the signals that matter, it's pretty shocking, I think, and immensely practical how much you can modify your behavior.
For sure.
And very simple things too, like going on a walk after a meal has a huge impact on your
glucose response.
And the thing that got me interested in it, I'm pretty thin, I'm pretty fit, I played
sports in college.
The thing that got me interested in glucose monitoring was the energy swings.
It's crazy to think that I used to believe this, but I was
convinced that what you eat, it's just calories in, calories out. What you eat does not impact
how you feel. It makes no difference. It's all just calories. Then I started wearing a glucose
monitor, and I had my normal healthy breakfast of orange juice and oatmeal and i just went on this roller coaster
and like around noon i'm falling asleep and i see that i've crashed into deep hypoglycemia
and just it just clicks you can read about this stuff but when you see it in your own data it's
like this is it it's not caffeine it's not sleep this whole time it's been the thing that i don't
even like oatmeal i was just doing it because i was told it was healthy. It's been the thing that I don't even like oatmeal. I was just doing it
because I was told it was healthy. And it's actually the source of a lot of my problems.
And on the wok piece, Marco Canora was an amazing chef. Actually, he is the proprietor of one of my
favorite restaurants in New York City, Hearth. And you can also get Brodo bone broth which is spectacular right next door attached to hearth
and he has really completely recomposed his body i mean he over the last let's say let's call it 10
years combination of different factors but the use of levels showed him how much just walking around the block. I mean, we're not talking about
half a mile, a very short walk after eating. What an incredible intervention that was for
having an impact on glucose levels. It's remarkable. So for people who might be interested,
you guys looking for any particular types of folks at the moment?
Yeah, I mean, we're always hiring engineers. So if you're a TypeScript engineer, front-end, back-end,
my DMs are open on Twitter.
All right, that's the best way?
Yeah.
All right, DMs on Twitter.
His EAs will be eagerly awaiting your DMs.
Last thing I wanted to talk about,
because people might be interested and I'm interested,
so minimalism.
And this is particularly interesting to me because it raises questions about why you're doing what you're doing, right? Do you like stuff,
but it's more of a philosophical exercise? And then at some point, if you guys have investors,
presumably, they would like to get a return on their investment, which means if that happens,
then you would get a return on your equity, presumably. What happens then? It raises all sorts of questions about the
philosophies or the beliefs behind these things or the guiding principles. So let's start with
the physical stuff. What does physical minimalism look like for you? It's never been like a
philosophical practice for me. It's really just been pragmatic. I was what I think is now called
a digital nomad for quite a few years. And over time, just having stuff was really inconvenient. And so over time,
I just had less and less stuff to the point where all my stuff fits in that backpack at this point.
That is across from us in this recording studio.
Yeah, I just don't have a lot of stuff.
So hold on a second. So does this exclude or include clothing?
So I have this pair of pants.
This is my only pair of pants.
Okay.
I have three shirts.
I have 10 pairs of underwear.
I have 10 socks.
So you must have tried a lot of pants and shirts then.
What are we working with here?
These shirts are definitely good.
These shirts are definitely quality.
These are the Calvin klein modal is the material
yeah they're super breathable they don't get smelly yeah these are great the pants are
ones that my wife picked out so i don't actually know what they are that's great yeah they made
the cut they did or or maybe there's some karmic debt and you have just have to wear them now
i don't know they're honestly they're a bit too thin.
And so whenever it gets hot,
I feel like I'm glued to them.
It's very hard to take them off.
But yeah.
Okay.
All right.
So we'll stick with the shirt recommendation.
What else is in your bag?
Is there anything that wouldn't be obvious?
I'm sure there's a laptop and some cables
and charging, et cetera.
Yep.
A lot more cables than you would anticipate. There's like six or eight different cables that
I have to do to connect things. Dongle City.
Yep. I have standard toiletries. I think one that I keep with me that's maybe a little bit
uncommon. Throwing stars.
No. I keep something with me. I call them my focus goggles.
Okay.
Yeah. They're kind of like horse blinders.
So when you're on an airplane, I have the attention span of a goldfish.
And so if I'm trying to work and the person next to me is watching Transformers,
I'm just going to end up watching Transformers with no sound.
And so having these just blocks my ability to see anything peripheral.
I have them here if you want to check them out.
Would you mind? Yeah. I want to see anything for a fill i i have them here if you want to check them out would you mind just yeah i want to see these things i might need a pair of these okay all right so so you gotta here why don't you sit down just so people can see this because this is also
not a big bag no this is substantially smaller than my bag which does not contain all of my earthly belongings
i mean obviously some of my stuff is in the hotel room but yeah these are my focus goggles oh wow
you made these oh yeah custom this is incredible okay so what we got here these are okay so for
people i'm gonna put these on in a second but for people who can't see them so
they're basically almost like glasses they're like shooting range glasses you have basically
created inuit style sunglasses in a sense which people can look up but by painting something on
the surface to create sort of a thin sliver it's like uh i took a little bit of masking tape
over the middle this is the third iteration little bit of masking tape over the middle.
This is the third iteration.
Okay, put some masking tape in the middle.
And it's spray painted.
And then you spray paint it.
And then you put like Kinesio tape or something?
Yeah, that's just like a normal athletic tape.
And it's just,
because I've been trying with the spacing.
Wow.
Yeah.
These are pretty amazing.
Yeah.
And so they're good.
I've tried different versions.
So like one of the versions.
Yeah, I was imagining actual blinders, which would be a little yeah it might freak out
the families around yeah yeah i mean this also freaks people out that is amazing yeah okay it's
it's the perfect we'll definitely need a photo of this this might be i think this should be for the
thumbnail for the episode you should have these. That would definitely get a couple of extra clicks. Yeah. All right. Those are cool. This is a third version. The first version was
just dots, just circles. But turns out with that form factor, you get really dizzy.
That sounds awful. Yeah, it's bad. So doing the slit works, but then it turns out this slit was
a little bit too wide. So I just put tape on it but this is this is the final form
yeah of the focus goggles okay focus goggles for the win anything else you got in there
any like runes that you cast to make critical company decisions i keep my passport i keep a
copy of the constitution in my bag okay just tell me It's the law. So it's a good reminder.
Don't break the law again. Don't break the law again. No, seriously. What is it?
I mean, I understand it's the law, but most people also don't want to inadvertently or
purposefully break the law, but they don't carry a copy of the constitution. So what does that serve
in your life? It's surprising. It takes like two hours to read it.
It's a really short document.
And it is surprising how often it ends up coming up in a discussion or a debate.
Like one recently related to the election, somebody was saying, the Electoral College
is unconstitutional.
And I said, no, no, it's in the Constitution.
It's Article II, Section 1.
They're like, no, no, no, it's not.
It's like, I have a Constitution right here.
And they're like, okay, fine.
It is definitely,
it is literally in the Constitution.
It's definitely constitutional.
They're like, okay, well,
it shouldn't be constitutional.
It's like, fair enough.
But it's definitely constitutional.
All right.
How long have you had the Constitution in your back?
Several years.
Now, is it just for smacking down people who are speaking mistruths and debates?
Sometimes I reread it. It is a fascinating book, if you want to call it that, on organizational design.
For all of its flaws, The United States is the longest standing
republic in the world. And so when you think about that from a historic lens, a lot of the things
that the people who started the country did were very thoughtful and interesting. And so all these
ideas around checks and balances, some of it relates to company building. Some of it can
be used as an example of what is not relevant from company building. So for example, when you're
building a country, you cannot make assumptions about the positive intent of the other people in
the country. So you have to create structures to manage when there are bad actors. When you're in
a company, you can just fire those people.
It's super easy. And so you don't
need to create those same mechanisms.
And so where a lot of people...
It depends on the company, but with equity, you can
also really help to align
incentives in ways that are much harder on a
national level. For sure.
You cannot assume, if somebody
is acting in a way that's not illegal
but is detrimental to the country, you can't throw them out.
They used to have exile as a punishment, which was really interesting.
Ostracism was a punishment.
It's just, all right, you can't be here for 10 years.
That was a real punishment that people would just vote and say, we don't like him.
He just has to go away.
But you can't really do that in countries.
You totally can do that in a company. And so this ties into when you're creating systems, you have to understand the people in the going to be honest. When people fill out engagement surveys,
they will be honest.
And if they're not, you remove them.
As opposed to, well, what structures,
maybe we add some anonymity, we add some backdoors,
let's make some compromises
because we have people that are not aligned.
Or you can just say, no, all people are aligned
or they leave.
You just don't have to create all this process
that creates distrust
and all these other problems that are downstream of that.
All right. So it sounds like in a way, and I don't want to put words in your mouth, but
this is a sort of idea catalyst, thought catalyst.
Yeah, sure.
Related to organizational design.
Yeah, it's a reminder.
All right. Well, we've covered a hell of a lot of ground here. I think we've covered pretty much everything that I have in front of me.
We could cover a lot more and keep going for hours, I am sure.
Curious when you are going to announce the official formation of your Church of Sam.
Is there anything you would like to mention that we didn't cover?
Any closing comments? Anything you'd like to direct people to? Anything at all that you'd like to say before we wind to a close?
This might be something that you're sick of hearing, but I want you to know that your work has had an incredibly positive impact on a lot of people, myself included. So, thank you. Thanks, Sam. I really appreciate that. And I've really enjoyed this conversation.
I look forward to our dinner.
I'm definitely going to dig more into the theology, which is endlessly fascinating to me as well on so many levels.
And for everybody listening, where's the camera?
There's the camera.
He shows you how often he has cameras.
We're over here, Tim.
Oh, yes. Camera one. To everybody listening,
we will link to everything we've discussed, including much more because Sam has been very
generous with his making lots of documents available publicly. So we will really have
rich show notes for this episode at Tim.blog slash podcast as per usual. And until next time, be just a bit kinder
than is necessary, both to others and to yourself. Don't forget the last part, compassion is
incomplete if it doesn't include yourself. And as always, thanks for tuning in.
Hey guys, this is Tim again. Just one more thing before you take off, and that is Five Bullet
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