My First Million - $30B Founder: How To Rank #1 In ChatGPT
Episode Date: September 15, 2025Want to rank #1 in ChatGPT? Get the Prompt Library: https://clickhubspot.com/dpm Get HubSpot's new Loop playbook here: https://clickhubspot.com/cd63b7 Episode 745: Sam Parr ( https://x.com/theS...amParr ) and Shaan Puri ( https://x.com/ShaanVP ) talk to Dharmesh Shah about the early days of SEO and how to jack the algorithm today to show up in ChatGPT responses. — Show Notes: (0:00) The origin of inbound (15:55) Algorithm jacking (22:43) Old Way: SEO (32:45) New Way: AEO (36:21) Step 1: Enable chatbot crawlers (37:55) Step 2: Restructure your content as Q&A (39:05) Step 3: White hat linking (43:44) Step 4: Structured product catalogues (44:27)Step 5: Human generated answered (46:57) How Dharmesh goes from 0 to 1 (52:26) How Dharmesh uses ChatGPT (59:30) The sport of business — Links: • Inbound - http://inbound.com/ • On Startups - https://www.onstartups.com/ • ClickFunnels - https://www.clickfunnels.com/ • Loop Marketing - https://www.hubspot.com/loop-marketing • ImageGen.ai - https://imagegen.ai/imagegen • DadJoke.ai - https://agent.ai/agent/dadjoke • Agent.ai - https://agent.ai/ — Check Out Shaan's Stuff: • Shaan's weekly email - https://www.shaanpuri.com • Visit https://www.somewhere.com/mfm to hire worldwide talent like Shaan and get $500 off for being an MFM listener. Hire developers, assistants, marketing pros, sales teams and more for 80% less than US equivalents. • Mercury - Need a bank for your company? Go check out Mercury (mercury.com). Shaan uses it for all of his companies! Mercury is a financial technology company, not an FDIC-insured bank. Banking services provided by Choice Financial Group, Column, N.A., and Evolve Bank & Trust, Members FDIC — Check Out Sam's Stuff: • Hampton - https://www.joinhampton.com/ • Ideation Bootcamp - https://www.ideationbootcamp.co/ • Copy That - https://copythat.com • Hampton Wealth Survey - https://joinhampton.com/wealth • Sam’s List - http://samslist.co/ My First Million is a HubSpot Original Podcast // Brought to you by HubSpot Media // Production by Arie Desormeaux // Editing by Ezra Bakker Trupiano
Transcript
Discussion (0)
All right, so we had Darmesh Shah on the podcast today.
Darmesh is interesting.
One, he's probably the most listened to and viewed guests that we've ever had.
And two, the reason he is that way is because Darmash runs HubSpot, which is a $25 or $30 billion company that makes billions in revenue.
And he's a billionaire.
He also is sort of like a hacker.
So he launches little projects all of the time.
Sometimes they work, sometimes they fail.
Sometimes they make $5,000 a month.
And so he's probably the only person on Earth that has this perspective of both being a big thinker and launching new projects.
Yeah, on this episode, we wanted to talk to him about the early days.
Like, how did you actually get Hubslaught off the ground?
You had no money.
You didn't have any connections.
And he figured out a new model of marketing around blogging and SEO.
And we wanted to talk about what did that look like then?
Because today with AI and chat GPT seems like there's a new opportunity.
And I have like more energy than I started with because he's got this kind of, I don't know,
there's like playful builder like get after it energy.
That's pretty contagious.
All right.
Give it a listen.
Let us know what you think in the YouTube comments.
I feel like I can rule the world
I know I could be what I want to
I put my all in it like no days on
Do it well
Back from a busy but fun week at
Inbound in San Francisco
Did you guys get together in SF?
Yeah we did
Darmesh is like
This was his Coachella
He's there, he's the guy
So Sam I go to San Francisco
and basically like the street is shut down for the they take over that that area the moscone center
and they have this thing called inbound and so damesh is like hey after your talk let's go hang out so we go hang
out and my first question was like dude so what what is this because i'm you know i know it's a
i know it's a conference or like sort of this event i'm not like confused about that but i'm looking at
it and there's these giant you know like they make those block letters and it just says inbound it doesn't
even say HubSpot. The first thing is, it's like, it says inbound. And then there's all these
people walking around. And I'm just thinking, why are they here? What is this all about?
And he actually told an interesting story about, like, the origin of this that I think is kind of
like a pretty interesting business strategy. Darmat, tell the story. You told me something.
You go, I was talking to Brian. And he was telling about these very well-funded companies that were
had CMOs, that were trying to get website, like traffic to their website. And here's Dormass just
logging for fun at home, and he's getting, like, way more traffic.
And then, and they kind of looked at that.
They're like, they have a chief marketing officer.
They have an ad budget.
They have, like, all this stuff.
How are you getting 10 times more visitors to your website?
Like, people come into your store that they are.
There's something here, right?
Like, wasn't that the story?
Yeah, that's exactly the story.
So the, you know, I was still in grad school finishing up, writing my thesis.
Brian graduate a year ahead of me, but we would still get together, like, once a week
and chat about ideas.
right. It's like, okay, well, you know, because we had kind of considered the possibility of
starting a company together. And while we were doing that, he was working as a venture partner
at one of the VC firms here in the Boston area. His sort of job, his role was to help these
startups go from rinky dinklow startups and get scale, right? It was just to help them with their
go-to-market, marketing sales, you know, how do you get customers? And so we'd be meeting,
and as part of my thesis work, called on startups, the patterns and practices of modern software
entrepreneurs, because I'm a software guy. And my thesis advice,
who's one of tougher advisors,
but like three quarters the way through,
it's Darmesh, like you've got a lot of words here,
but there's not a lot of data.
This is not like Darmesh's opinion.
This is supposed to be a thesis.
This is, you know, you have to have some like research and things.
And this is, you guys know me well enough now.
So my immediate thought was,
well, what he's asking for is going to involve, like,
interacting with humans.
And that sounds awfully unpleasant.
That's not what I signed up for.
And so I thought that, like,
blogging was a new thing at the time.
I'm like, well, maybe I can, like,
you know, write a blog.
And maybe I can get comments on the blog and I can use that as like the citation of the research.
Like, oh, well, you know, in my blog article, I said this and some people said this or whatever.
So that's what I did.
I start a blog.
And in order to come up with a name for the blog, I just took the first two words of the title of the thesis, which was on startups,
stuck the words together and put a dot com at the end of it.
And this was, you know, in the early days.
So that was available.
So registered it for, you know, $15 or whatever it was.
And anyway, so that, like, how do I get people other than my mom and, you know, two friends to read it, right?
Like, what do I do?
And so then I kind of dig in.
It's like, oh, well, there's, you know, this thing called Google.
They've got two types of traffic.
You can pay your way in, or you can do what's called search engine optimization.
You can get organic traffic.
There's social media sites like dig and Reddit at the time.
It's like, here are the things you do in order to get people to your website, right?
That was a collection of things.
And so those are all the things that I sort of dug into obsessively and learned about.
And we can talk about some of those because I think that's a good topic even for today as things evolve.
And so Brian's watching me do this now when we're meeting is like,
Darmesh, how's that blog going?
It's like, ah, it's going pretty well.
Here's the traffic.
He's like, how the heck are you doing that?
I'm like, oh, well, there's this thing called SEO and there's this, you know,
like, here are all the things that you do.
He's like, well, you know, my portfolio company is like they can't get a hundredth of that traffic.
They should be doing this, not whatever it is they're doing.
Like, stop the madness in terms of spending this budget on things that are just not, you know,
not driving any engagement.
And so that was the kind of genesis of the kind of idea of inbound market.
It's like, okay, well, everybody was doing it wrong.
They needed to be doing it.
Like, let's pull people into your website that are kind of curious.
How do you educate them?
How do you put value out there?
And our kind of catchphrase at the time was, you know, try to add value to your
prospective customers before you tried to extract it.
Like all other marketing was forms of how do I extract value from you?
How do I interrupt you at dinner?
How do I get you in?
And we were the opposite of that.
And so now back to the conference.
So when we did that, we're like, okay, we didn't have a product yet, right?
We're like, okay, well, here's the things that we're doing. I was using stuff that was, you know, the common things like Google Analytics and, you know, blogging software and things like that.
So two things we decided. One was that the reason so many people weren't doing it is not that it didn't work. It was that it was just too hard to put all those two pieces together, all pieces that you needed to do.
And we'll put that aside. So we're like, okay, well, there's lots of nodding of heads in terms of the idea being right of this kind of inbound marketing thing.
And so we decided, amongst other things, to say, okay, well, let's start blogging about that.
Let's see what the market has to say about it.
Let's start getting up on stages when we can get up on stages.
And then part of that, we're like, okay, well, let's have people that are like-minded that believe in this, this kind of new way.
Let's get them together.
So the first conference was at a Marriott that was across the street from the office.
It was like 200 people in a ballroom with the Marriott.
And we made the decision when we started the conference.
It's like, this is not intended to be a company conference.
The idea here is there's this thing called inbound marketing,
which we think is a better way,
and all this is really doing is we're acting as a host
to kind of bring this communicator to talk about these things.
In fact, we actually forbade.
I don't think I've ever used the word forbade before,
but it's like you're not allowed to pitch HubSpot from stage.
If not if you're HubSpot, an employee,
not allowed to pitch any of your companies from all the speakers that we had.
It was just all of us internally at the time.
And so we sort of kept that up.
That's why the conference was never named HubSpot.
You know, this is the 17th year that we've been doing that event on an annual basis.
And it was a convening of the community, not a tech conference, the classic sense, where you see the CEOs get up there and pitch their book and like, here's what we're doing.
And that's, that proved to be good.
There's a few smart things that I did that I would reckon that everyone should go off and try to do this.
But a few things that worked, if you're really looking to kind of start a movement, start a category, we did not trademark the term inbound market.
even though we had coined it.
And we were starting a company, right?
So it's like, okay, well, if this thing is actually going to be a thing,
we want everyone to use it.
We want people to put it in their job titles and their job postings.
It's like, we want it to be a thing.
And the way to make it a thing is to make it accessible to everyone,
make the event accessible to everyone.
So even in the early years, we had direct competitors
that would send like half a dozen people.
They would send their entire team to the inbound conference,
even though, you know, HubSpot was a competitor.
So that was, it was a, yeah, it was an industry event, not a conference.
I've seen this happen many times.
So I was part of the early blogging community.
First, as like a reader, like I was really passionate about a bunch of blogs.
And then I had my own small blog.
And then I somehow became friends with a bunch of the people who I read their blogs about,
read on the blog.
And it was like from 08 to like 14 or something was like a really magical period for blogging.
And back then, we felt like freaks where we, there was a very few of us.
and we were kind of weirdos.
We were basically all nerds.
And we loved, like, other, meeting other nerds.
Then when I lived in SF with Sean, there were startups, but then there was like
crypto.
And crypto was like the same thing, where it was a very, very small and very passionate
group of people.
And it was the same thing.
There were freaks.
There were weirdos.
If you told someone what Bitcoin was, I was one of those guys where I laughed at it.
And I'm like, this is a joke.
What are you talking about?
And my takeaway from hearing you tell the story is that I've seen this happened so
many times where there's niche communities or, you know, also with like early YouTubers. We knew
early YouTubers and it really became a thing. We have seen this happen so many times for a small,
a small group of really like unique or odd, kind of odd people, but it's very tiny. It's crazy how
the signal is like how passionate they are. Who's that now? I think AI is already, it's our,
that's past. So like that's not it. But I think that like Peter Lovell has done that with like the
indie hacker. That was really cool. But,
What is it? Brian Johnson was that two years ago, like the body hacker.
It's obviously easy for me to say what is past.
But it's a hard question.
I don't actually know.
What do you think it is now?
Well, I was thinking about first the strategy that the HubSpot thing did with a category
creation when you make it about a movement and a way of doing things instead of like
starting with your company and your product.
And so I was thinking, who's done that well?
And I thought of two just like little examples
just while he was talking.
And the first one was Brian Johnson.
I think when Brian started,
he didn't have a product to sell.
And so he basically was like,
he just made this like this way of biohacking,
longevity,
let's call it.
And then he named it the don't die movement.
Like it's like,
if you believe what I believe,
and then you think the way is to like use science
and be like, yeah,
a little weird about how you're going to,
Yeah, I'm going to sleep at this time.
Yeah, I'm going to put this mask on my face.
Yes, I'm going to get this test done every six weeks.
Yeah, I'm going to do all these weird things because I believe in this way of living.
I thought he did an incredible job of that.
And he created that movement of, you know, the longevity movement really, along with Huberman and others.
Of course, not one person or one company ever owns these things.
And so I thought that was one example.
And then another example that's a little bit, you know, just smaller or more niche.
I thought, you know, I was thinking about, okay, so HubSpot basically had this, the people who believed in doing this new form of marketing.
And then HubSpot became like a tool you would use naturally if you were going to do that.
I could build the tool for that community.
I was thinking, who else did that?
And I think one is what Russell Brunson did with ClickFunnels.
Yeah.
So first the idea, just a rebranding of kind of like the funnel, the word.
funnel. So it's like, oh, yeah, like we already had websites. We had landing pages. Yeah, we had growth.
We had all these other words, but then to like own a word like inbound marketing of like funnel.
And then I think they have like funnel hacking competitions and conferences. And it's not called
the click funnels like the click funnels meet up, you know? It's for people who are great at funnel hacking
and funnel building and have generated lots of sales and they make them feel like stars and they give them a
huge plaque for how many sales they've driven through their funnels. And of course, if you're going
to build funnels, you should use. You know, that's like the natural, like the secondary thing
underneath it. So I thought I thought Russell Bruns did a great job of like popularizing like a way
of marketing and then selling the way to do that well. All right, guys, if you're liking this interview
with Darmesh, you might want a little gift from him. So Darmesh has put together a bunch of AI
prompts that you can use to help your brand grow on AI. So the old way,
of getting discovered was people would Google
and then you want to be at the top of Google.
Well, the new thing everybody's doing
is you're using chat GPT or perplexity
or all these different tools
that are AI tools
and they're asking questions
and they're searching for stuff.
So how do you get found there?
How do you get discovered in AI?
Well, you got to make content that AI likes.
You got to make content
that the AI knows how to read.
Well, how do you do that?
That's something that Darmush has put together.
He's got a bunch of prompts,
a bunch of things you can go put into chat GPT
and it will give you ideas
for,
for content writing that will help your brand get discovered by AI.
So if you want to get the prompts, go to Darmesh's site.
Here's the QR code.
There's a link in the description as well.
And there's a hundred of them.
You can literally just copy, paste them and start using them for your company.
Check it out.
It's pretty cool.
All right, back to this episode.
So one kind of category of ideas that I've been obsessed with for 30 years,
which I think is a really great category, like broadly defined category of ideas,
is making inefficient markets efficient.
Right. And so the kind of macro level definition of an efficient market is that every transaction that should occur does. Right. It's like, oh, an efficient market is like, oh, someone wants to sell X and someone wants to buy X. That transaction happens if it's an efficient market. So a good example is like the public stock market. Someone's willing to share, sell shares at Y price. Someone's willing to buy shares at Y price. And so that transaction, what it needs to occur does occur. And so then the question is like what makes markets inefficient, right? Thing number one is the buyer and seller don't know each other.
So there's just no way to connect the dots.
Thing number two is the buyer and seller know each other,
but they can't come to some objective way
to kind of determine price.
By number three, they can come up with a price,
but there's not enough trust
for the actual transaction to clear.
So there's all these things that make markets inefficient.
And if you look across kind of the span of history,
some of the most money that's ever been made
are when someone took an efficient market
to which there was, what I think of,
as like, latent economic value
that was just being wasted as a result,
these transactions not happening.
They essentially took some of that inefficient
efficiency out. So eBay was an efficient market for these niche market product goods, like
Pez dispensers and things like that. It's like, oh, I've got this thing that I'm obsessed with or I'm
selling and here's the buyer. Google, in a way, was creating an efficient market for niche
information that says, I'm writing a blog post about how to build fences for llamas.
Here's someone that's looking for that content. And Google is the market maker for
niche market content for the viewers of that content across a really, really long tail, right?
That's what they did.
And so this idea of a community is really a form of, from a business perspective, is a form of creating an efficient market.
These are people that would enjoy knowing each other, maybe transacting, maybe they do business, maybe they hire each other, depending on what the community is.
But just the act of pulling those people together, you're removing some market inefficiency.
And as a result of removing market inefficiency, you get to participate in some of that economic leaden economic value that you uncovered.
And that's how communities make money.
And when they do well, they do really, really well, just on a kind of profit margin basis because
they're relatively cheap to kind of get started, almost self-sustaining.
If you can sort of kind of get the people together and you get to critical mass, it's actually
got lots of other positive effects versus just blogging or content creation is because you have
these kind of network effects.
So wherever the community is already aggregated, it's sort of hard to disrupt that once the good community gets going.
So one of the other things we talked about when we were hanging out was you were telling me
this story about like, hey, like early on, I was blog.
It was getting this kind of crazy amount of traffic.
And then we realized, like, oh, there's going to be other people who want to do this.
And then we built a tool.
And I was like one era of marketing was like when that was like, you know, early to like as it matured.
And HubSpot became like a huge beneficiary.
And then I started thinking about, I think we talked about like a few other eras of marketing.
It's like, okay, when Facebook launched its ad marketplace, which I think was something like 2010-ish range.
But like paid ads across Google and Facebook.
Facebook became like a dominant way to market your product and a bunch of people did that.
Cool.
Then I was like, you know, there was one other one that I was like, I told you I thought I was late to even though it was right in front of my face, which is what I call algo jacking.
And there's two people that I met that I think have done this incredibly well.
And they even told me about it specifically to my faith.
They told me the secret.
I was too dumb to like acknowledge it.
And the first was actually Steve Bartlett.
So I hired Steve Bartlett when he was probably, I don't know, 18, 19 years old.
came more for me. And Steve had this one skill that was like really interesting to me, which was
he had, he was building up all of these social media pages, random themed accounts, and he could
grow them very fast. They were run by like a single 19, 21 year old person. And they got like 10 times
more engagement than my corporate accounts. What's an example page? So he had one like freshman
problems. Okay. And he would just post something and then like all the college kids would laugh at like
the memes and the freshman problems. But guess what? Once you get the attention and trust,
every college kid through your, you know, freshman problems, you know, uni problems. He would
create these pages like that. Then he would then just shove in a product and Spotify and others and
Nike would come and pay him $100,000 to reach that audience through his accounts. And so he had this
like method. I guess like in the same way, Darmesto, you were like just a guy blogging in his bedroom
and you were like basically outpacing these venture funded startups with CMOs and budgets and
marketing professionals who couldn't get one tenth of the traffic.
the same thing was happening.
And he literally was in my office.
He was sleeping in my office at the time.
And he was telling me, he's like, yeah, you've got to think about, you know, Jenny
in her bedroom.
She's just scrolling.
And like, what's going to make Jenny in her bedroom care?
She's not going to care that you launched your app.
And like, how do you get it, how do you pay attention to that?
And he started thinking about just work backwards.
What does the algorithm want?
Give it that.
And then find a way to slip your product and giving it the same things.
And now if you look at one of the most successful podcasts in the world, Diary of CEO,
The reason one of the most successful podcasts in the world is because he figured out how to Algo Jack YouTube and Instagram.
Like look at the engagement they get on social there.
It's, I don't know, a thousand times bigger than what we get on our podcast.
And if you think about like, you know, he worked backwards from the Algo.
So what we do, for example, is we have our product and then we try to share it.
And it may work and may not work.
What he did was he changed his product completely to be what the algorithm wanted.
So it started as the diary of a CEO, his personal diary.
okay, not that many people wanted that.
Then he started interviewing other CEOs about CEO stuff.
Some business people wanted that.
If you go look at his feed today, it's like...
Seth Rogen.
Health, sex, conspiracies, you know, like, whatever.
And it's basically like the mass mainstream thing,
mostly in the format of they've lied to you about carbs.
They're lying to you about this.
And they're like, but guess what?
That's what the algorithm wants.
And when I say the algorithm, really,
it's like what people like to click on
when they're bored,
Jenny in her bedroom's board scrolling on on her phone.
Mr. Beast did the same thing.
Like if you go talk to Mr.
Reese about a great video,
what's a great video?
One that gets a lot of views.
You're like, well, by that definition,
is McDonald's the best burger?
And he's like, well, yeah,
it sells the most burger.
So it's the best burgers.
Like, what are you talking about?
And I'm like, well, we have different definitions of best.
But his thing has always been like,
I want to make the videos that get views.
So I work backwards from what's going to get a view.
I work backwards from how do I get views?
The algorithm is basically what is,
what does YouTube want to show?
a billion people, and I'm going to try to make that video.
And even though I saw that trend, that sort of algo-jacking trend, I didn't really
understand it.
And I think, long story short, Darmesh, today you see a new trend.
What do you see today as like the next thing?
Yeah.
So let's talk about it because I think there's real value in some history here.
So the thing that was doing back when HubSpot got started and we made a brief reference to
this, it was called search engine optimizations, SEO, and the kind of practice.
And there's an entire industry now that has been about search engine optimization, which is how do you increase the odds that your web page, your website will rank in Google organically, organically being you're not paying, you know, ad dollars or whatever, it's for free.
you know, how do you kind of rise in the rankings?
And there was an entire discipline around how to do that.
And kind of pulling on your thread, Sean, around kind of al-hacking,
the way I'm a positive kind of guy, it's like, it's really optimization, right?
It's not hacking in the sense that you're sort of,
what you're really doing is just saying, okay, knowing what I know about, let's say,
in this case, Google is looking for, right?
Here's what I'm going to do in order to kind of have my website go up the rankings.
And there's actually layers to the game.
And the first layer is always more of the hacking, like, how can I trick the Google algorithm into ranking my website versus somebody else's website?
And there were lots of practices that were kind of later labeled as being kind of black hat because like, oh, it really likes when it sees the keyword that someone's searching on on the webpage.
It's like, okay, well, I'll just put the keyword on the webpage 500 times, right?
In white font on white at the bottom of the page.
Exactly. And that was level too. It's like, oh, well, Google got too smart about that.
that is because that would actually
show up poorly in other
results and I'll do it in a tiny font
or a white font on white back. And so
it was just this game that was constantly being played
to try and trick the Google algorithm.
Google would do an update every year
I don't remember, whatever. And then
like you all, like they do the update and then six
months later you see an article, this company
lays off 500 people or like
it's sort of like you see, I remember
I'm friends with the nerd wall
guys. The nerd wall is a company that like
writes articles.
about the best credit cards. And I was with them and they were doing not well. And then after
three years, Google made an update. And they became number one, if you Googled best credit card.
And overnight, literally overnight, they went from making zero dollars. The third year,
I think they made $30 million in revenue. And it was like, Google rewarded us because they changed their
algorithm and we did things, the best practices, and all these other people got wiped out. And it worked
out. And so that's what you're kind of you're describing of all these hacks and then doing
right way.
Exactly right.
And I really, like, really, as I tend to do, I went deep down the rabbit hole on SEO
kind of back in the day.
It's like, okay, well, what is this?
How does it work?
And there were a couple of key insights that I think are still applicable today that I think
made us money would make other people money because I think it's a successful strategy,
which is going back to kind of Sean's point is the first thing you have to figure out
is that there are lots of smart people at Google whose sole job it is to deliver high-quality
results to the end user.
Okay. So if you say that, that means that every black hat tactic you're trying. It may work
right now, but you've got an army of really smart people whose sole job it is to make what
you're doing not work. So it's just a matter of time. So that's kind of thing number one, right?
It's like, okay, well, are there other things I could do that would make those people's jobs
easier? It's like, oh, yeah, well, you know, they really like it when you structure a web page
so their crawler has an easier time crawling it. It's like, well, they will reward sometimes
sometimes unintentionally, just what we will call like good behavior.
Make your site clean, make it load fast, make it do the, make the content actually useful.
So, you know, I got up on stages and wrote about SEO all the time back of the day.
And my one thing I would tell small business owners, that's in my kind of primary audience was,
is that whatever term you want to search for, type it into Google right now, let's go.
Don't type it in.
And it's like, okay, well, here are the people that are coming up right now.
Do you have a webpage on your website right now that deserves to rank higher than the ones that are showing up
right now. And be honest with yourself. It's like not in a self-serving way. If you were searching,
if you were the actual human typing this keyword in, would you want to find your website versus
what the ones Google are showing right now? If the answer to that is no, job one is to create the
content that deserves to rank higher than the ones that are ranking right now, because Google is
imperfect. And all those battles are winnable. It's like, ah, I see them. The top two or three are
pretty good, but if I were really searching, here's what I would actually want. Then produce that
web page that the actual end user would want. And nine out of ten, 95 out of 100 times, it was just a
matter of time because you got a lot of smart people that want to find that webpage if it's actually
truly better for the end user than that. Right. And there's a bunch of things you can do,
you know, write good content, right timeless content. But, you know, I have content that I wrote
for HubSpot 19 years ago that still drives traffic to HubSpot.com that still generates leads,
that still generates, you know, revenue 19 years later. And this is one of the big things about
SEO and we'll talk about AEO, kind of a successor to that, which is, this is one of those
things that when you're doing, like, Google AdWords, and then you do those things, right?
It's like, as a marketer, you need to have a repertoire of things that you do to reach customers.
The issue with, like, Google advertising, or any kind of advertising, is you're effectively
renting someone else's stage or renting someone else's microphone, and you pay them to do that,
right? It's like, oh, put me on the page, and I will pay you X dollars, and there's a nice,
efficient auctioning mechanism for the price. But it's like, yeah, but the day, but the day
you turn that off, the traffic turns off. Your link does not show up in the Google search results anymore.
So you're basically renting and you don't control the rent. You don't control what the prices are because
that's a market dynamic thing. So it's like it may cost $5 a click right now. It may cost $15 a click
literally tomorrow based on what the supply and demand is. So now you are at the kind of vagaries of the market.
The nice thing about SEO and doing this content-focused thing, it's like building your own property
on your own land. That compounds value over. So as land prices go up, the value of the value of
the thing you built actually goes up, not down, and it's under your control. If someone comes along
and says, oh, I'm going to produce a better blog article, it's not going to be an instantaneous
they take all your traffic overnight. You will see them come up the rankings. It's very,
very rare that overnight some brilliant piece of content that Google finds it, trusted enough
to put in the number one spot instead of you. So you will see your competitors come up if someone's
doing it. And you can do something about it to me. So there's all this positiveness to investing in
SEO versus, you know, paid channels. And I was going to ask you this, you know, one of the
painful lessons I've learned is this one phrase called intensity is the strategy. So I'm the type of guy
that always like to read the next blog, the next tweet, the next book. Because I was always looking for
like, what's the better answer? Because in my head, life was a, you know, a game of chess. And if you
just knew the right moves, you would win. And chess is like the wrong analogy for life. It's a lot more
just like taking a chess piece and just battering the other guy as many times as you can in different
ways and picking up different pieces and just keep hammering on. And I've learned that, like, you know,
for most of the things in my life, I knew the strategy. I knew the answer. And the difference
between success and failure was the level of intensity I took to the strategy. I think dieting is
the easiest example. Like, we all know what to do. This is a question of like how intensely you do
it or not. But like a lot of things in life are this way. I ask you, I bring this up because
I can kind of tell, and I want you to confirm or deny this, maybe I'm wrong, but your volume was a
lot higher than what was normal in those days. So it wasn't even that you were the best writer or
you were the smartest of SEO necessarily, but like, I'm guessing what you guys did as normal
was completely abnormal in terms of volume. Did you basically like was volume or intensity of
the marketing, the strategy more so than like coming up with the perfect, you know,
the perfect strategies. Totally. This is my, has been my personal belief for my, I think my entire life as
far back as I can remember, is that I'm never like the smartest person out there or even in
any given room that I'm in. So you can outthink me. I think that's relatively easy to do. You will
not outgrind me and you will not outwork me because that's under my control. And so I've always
believed that the kind of quality of the outcomes is almost directly, always directly proportional
to a number of iterations. And that's it. So if you can squeeze out more iterations compared to the next
person or whatever, over the fullness of time, you win. That's like the universe says, ah, you win, right?
It's, and you just have to have the conviction. Like, the problem is that the universe has a kind of
slower feedback loop, especially in the early years. It's like, okay, when you're first blogging,
four people will read the blog post. And then you have, it's like, then you like, pour your heart
and soul into it. And then it goes to six. And then you part your part, and then it goes to five, right?
It goes down. It's like, okay, well, what the hell is going on here? But you sort of have to have the
conviction to say, I know it's just a matter of, and I don't work out, but it's just a matter
of putting the reps in. Like, it's, it's meaningful, thoughtful, and they don't have to be
perfect reps, right? They just have to be incrementally better each time. One of the things I wanted
to do was, for some reason, HubSpot, you guys changed your blog, where I used to be able to go to
Darmash Shah or Brian Halligan, your blog, your author page, and I could sort by recent and then just
go in reverse and see your early blog posts. And it was pretty cool because, like, Brian was very
casual. You're like, this guy doesn't sound like a $30 billion company. And it kind of like gives
anyone inspiration because it's pretty great. But if you go to on startups.com, which is your
personal blog and you can kind of rig it where you like sort by recent and you got to change the
URL a little bit, but you can go and look at some of your old blog posts from 2006.
And a few things. One, the headlines are are evergreen. They're fantastic. Raising capital,
friends, family and fools. Another one is revenue early. Revenue.
often. The other one is the danger of solving venture capitalists's biggest problem.
Like really good headlines for one. And two, there's days, like there was a day in November
where you posted five articles in a day. And then for the most part, in 2006, 2007, 2007, 2008,
when I imagine HubSpot, I don't know when HubSpot started, but I think 2006, so you are running a
company or an early-stage company that probably takes up your whole life. And I think, I
I think, I don't know if you had a family at that time, but I'm sure you're very busy.
But your personal blog is posting something like three to five articles a week.
Not even your company's blog, your personal blog.
Pretty crazy.
Reps work, my friend.
That's the one thing.
And this is, you know, we've talked about this in terms of as you pick an idea to work on, you know, as an entrepreneur, whatever it happens to be.
One of the most important kind of filters and criteria should be, is this something that I at least enjoy enough
then I will be able to put the reps in.
Because if you can't make yourself do something you hate for that long,
for that many times over an extended number of years,
it's just not going to work.
So pick a market you like, pick a category you like,
pick a kind of business that you like.
It's like if you like e-commerce, if you like selling, whatever it is,
then do that, right?
Just because something else has higher margins or, you know,
Susie down the road was able to create a billion-dollar outcome or whatever,
it just won't matter because if you just give up along the way,
it's like, do not pass go to not collect $200 kind of thing, right?
It's so funny.
Listen, in April of 2006, he wrote an article saying, less is sometimes less.
And it's an article written about how a lot of people say less is more.
And he's like, no, I disagree with that.
I think more is more in terms of effort.
It's pretty funny.
You've been saying the same stuff now for 20 years.
Did you guys see this video that's going so viral of the YouTube founders early on?
Have you seen this?
What's this?
No.
So this is 20 years ago.
and this is Chad and Steve from YouTube
and they're just in their office talking.
But basically it's the guy saying like,
they're just sitting around.
They're like, I was kind of depressed last week.
Like we have 40 videos on the site.
And, you know, if I came to the site, I wouldn't find it.
I'd be gone.
And they're just like, yeah, this sucks.
And this is YouTube.
This is the founders of YouTube.
And you were talking about like, you know, early days blogging.
It's like, yeah, I got six visitors.
And I got eight the next week.
And, you know, being able to persist through,
you know, through that time and then and then the volume, right?
Like, you just don't have enough videos.
It's not that YouTube doesn't work.
It's that YouTube with 40 videos doesn't work.
It's not that blogging doesn't work.
It's your blogging once every two weeks doesn't work.
Right?
Like, I think that's one of the big lessons here.
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competition behind. All right. Back to the pod. We didn't close the loop though, Darmesh. So the new
way, we talked a lot about SEO and like that's good because,
history doesn't repeat, but it rhymes. What's the new wave? So the new wave, and I think just like
SEO created an opportunity for SEO consultants, SEO agencies and businesses driving direct traffic
organically, I think we have a new thing now. So a couple of things are happening. One is,
and lots of marketers have been hit by the AI stick in a way, which is organic traffic that used
to come through SEO very, very predictably, including to folks like HubSpot. We are very good at the
SEO game, have played it for a long time.
has gone down literally by about 20 to 40%
based on which industry you are in.
And the reason it has gone down
is that historically the practice of search
is that we would go to Google,
we would type something in,
we would get 10 blue links, right?
That's the whole game.
As it turns out, there's this new thing called AI
and a new app called Chad GPD,
which has 800 million weekly active users.
And what people are doing now
is not going to Google
and getting 10 blue links
or like going to chat GPT
and just asking a question
and getting an answer. And that's it, right? It's like, okay, well, there's no click through. There's
no reason for someone who's like, oh, just tell me the answer instead of me having to go through and
read the articles from those 10 blue links and then figuring out my own answer. So like, just do it
for me. And so that's happening already. You can see it in the actual kind of data as we've seen.
And so what's happening now is there's this new emerging discipline that says in the same way
we had search engine optimization, we have what we're calling AEO, which is AI or answer.
engine optimization. It's like, okay, well, before people were going to Google doing a search for
my product, my service, my industry, my category, and my job was to be one of those 10 blue links,
hopefully the higher the better because it's a power law curve. Now it's like, okay, well,
people are looking for products in my category, services in my category. They're looking in chat,
GPT, let's just say that's the number one app right now. How do I show up as an answer or part
of the answer when they do that? So that's the emerging discipline of AEO. And there's a few
things that are distinctive about it. One is the click-through rate in terms of web traffic to your
site through AEO is going to be down because if you just get the answer, there's no reason to
come read your blog post about X, where you stole the virtues of how whatever your approach is.
And also lists way less more, way less. So if you say like what's a good clothing company or
whatever, like you only get like four options, whereas on Google I can click next, next, next,
And you get correct, yes, which no one ever, by the way, did.
There was a running joke in the SEO world is if you ever had to hide a dead body,
hide it on the second page of Google search results because no one ever went there.
All they would do is they would just rewrite the query.
They would not click next.
They would just rephrase their queries.
Like, I must have asked this, you know, suboptimly or wrongly.
I'm just going to rephrase my question instead of going to second page.
But at least I get 10.
Like a lot of, I noticed when I asked, that's true.
J.
It's like they give me like two or three.
I agree.
Yes.
So it's even more important.
And that's what engineers and math people would call like a binary outcome.
So it's like either you show up or you don't.
Right.
If you're not in the actual citations and the answer that was given, you might as well not have played the game because there is no difference.
Right.
So you're actually literally zero in terms of the traction you're going to get.
Okay.
So then the question is how different is it?
What should people be doing?
What should be doing now in order to start getting that?
And so the number one thing is that so when Google crawls your website back in the
old Google days. They have a Google crawler and it crawls websites and you can kind of control that.
And there were things you do to make it easier for the Google crawler to crawl. Make your site
faster, make it more structured, all those things. All of those things still actually apply.
The difference now is there's a kind of a OAI. It's called OAI search bot is the name of the bot
that's doing the search thing. There's another one called GPT bot that does for the model training
and things like that. So there are two different ones. So number one, on the off chance that you're
blocking unknown crawler bots, which some companies do.
It's like, oh, I only want Bing and Google or whatever to crawl.
I don't want random people just crawling my website because it costs me resources or whatever.
Even if you're doing that, if you're blocking it, explicitly go in and turn on the ability for
OAI search bot and GPT bot to crawl your website, because if you don't get indexed, then you're
not even in the game, let alone you have no chance of winning because you can't be in the results.
Okay, so that's thing one, for sure.
Yeah.
But no one.
Thing two is that, and this was nice of them, is that they do report.
So when you look at your Google Analytics or HubSpot web traffic, whatever analytics tool
you use, it now self-reports when something comes from one of those bots, from the AI.
So it's a UTM source parameter for those of us do analytics.
It's like, so now, and HubSpot has this in the product now.
So we will tell you what percentage of your traffic, just like we used to tell you,
here's how much you're getting from paid, here's how much you're getting from organic.
Now, here's how much you're getting from AI referrals broadly defined.
So take a look at what traffic you're getting now.
So as you do things, you'll know whether you're not better or worse.
Like anything else, you have to sort of measure it in order to improve it.
So start looking at that traffic, see wherever the baseline is today and start tracking it.
Number three, and this is a tactical tip, reframe your content, either rewrite it or put new content out there that is closer to a structured question answer form.
Right. So this is less about the kind of prose and narrative writing and hooks and things like that because you're not trying to hook a human like you were back when you're writing blog posts because that's when humans are reading it. They were like clicking on the link. So you need a great page title that would actually get the click. Then you needed an actual really good content to kind of get to the lead conversion, right? Those are things you did. And you were solving effectively for humans. And Google was just a proxy for the humans. But effectively you were solving for the humans. Now you're solving for that AI crawler. And the AI crawler is trying to get to a good answer to a question that the user.
is asking, and it's easier as like if the question is, we're the top CRMs for small business
and startups, there should be a webpage on the HubSpot website that says, here are the
primary factors that kind of influence what you would pick or whatever, and here's why, the seven
reasons why HubSpot is the top thing, whatever, it's like make it easy for them, like reduce
the friction for the AI to get the thing that's trying to look for, and the thing is trying to
look for is the best possible answer to the question the user is asking. Number three is all the
things you used to do in classic SEO, most of them still work. You still want page authority because
chat TPT specifically, when it goes off and does things, what it does is you type of question,
what's the best ERM for small business, it will take what you type into chat GPT and it will
convert that into search queries. It will paralyze them. So it's going to do a bunch of Bing queries. Bing
is what it happens to use, but it doesn't really matter. Most of the search engines are roughly equivalent
technology-wise. So all the things you use to kind of rank a webpage will still help you because when
Bing goes out and gets asked by Chad GPT, it says, hey, the user is asking this question about
small business in CRM.
It may rephrase the query, but it's still going to do a Bing search.
It will come back with a list of pages.
Those pages go back to Chad GTPT.
Chad GPT puts it through the LM and comes up with the answer that's again going to show
the end user.
So, you know, getting high authority links, showing up and Bing, doing all the kind of classic
good practice white hat SEO stuff still applies.
Sean, are you getting, have you noticed that you're getting traffic and sales for your
stuff from AI?
I don't pay attention to it at that level of detail, but we've, and it's not that big for us,
but we've looked at a few of these tools because now there's some new, like, you know,
the way like with SEO, you'd have either, you know, HubSpot or you'd have like Maas or
whatever, you'd have these tools.
There's a few startups that have come out and been funded for this, and they're basically
like, hey, we can help you track this and get you into the top, you know, the top answer box
for this.
And so we're trying those now, but I think it's like early still to see if,
if we're getting any results from it.
By the way, I just typed,
I said, I'm a small business owner,
and I think I need some kind of place
to keep track of customers and prospective deals.
What should I be using?
All right, HubSpot was the second answer in the thing.
It said, you know, here's the top.
You need the, he goes, you need a CRM.
Here's what a CRM does.
And then it's like, here's the top CRMs for small business 2025.
But it looks like, in this case,
it literally just every, the ranking is just pulled straight from Tech Radar's article.
Like TechRadar has some article.
I've tested 13 of the best CRMs at 20.
25 and it just like pulled that exact list and it put a comparison table in there like you said
and like it just gave me that as the answer whatever tech writer said is the is the answer here so
that that seems a little tricky we've for hampton we've got we've got we've gotten a lot of
business it's it's crazy how much is happening what are people looking for sam that they're
finding hampton so sometimes it's just like i want like what's like an entrepreneurial group that i can
refer to or i can i can look into so that's like one that's major one but then sometimes people will
be asking questions to chat GPD as if they're an executive coach, like saying, like, I'm
struggling with this problem. And it will say, like, you might need a, have you considered
an executive coaching group or an executive like peer network, something like that? And then
we get shown. And what's crazy is we don't try. Like, I was shocked by this. I started seeing
leads and customers come in and it would say, we use HubSpot. And HubSpot would be like,
yeah, this lead or this new customer came from chat GPT. And it honestly shocked me. And I remember the
first time we got that like eight or ten months ago. And it was, Sean, you asked Darmesh,
when was the time that you like the light bulb went off? I felt a little bit of that light ball.
The problem is that maybe it's not the problem. I think the best way to make it work is you
just do the same things that you're doing to rank on Google. No, but he had some good nuances,
right? Like the fact that on Google, you would structure your page a certain way because it's like,
that's like a guest comes over for a dinner party and you're like, oh, he really like.
you know, to discuss books and current events.
All right, cool, last one I'm going to give you.
This other guy really loves to debate,
and it's like, chat GPT loves question and answer.
And so format your content as question and answer.
This is like a simple nuance of like the new way of doing things, right?
But in general, like, it's kind of like just do what you think a customer once.
And the last thing is even early on, Google had what was called a keyword.
What do they have?
The tool?
Yeah, they used to call it one thing and they changed it.
in the early blogging days, you could type in, like, a certain word, and it would tell you
ballpark how many people are searching for it, and you're like, and then it would also tell
you how much competition there is. And so I can just, like, replicate that. I don't think that
exists for Chad Chupete, does it, Darmash? It does not yet, no. And it's the other thing that
doesn't exist yet is that we don't really get, so back in the early years of Google, as part of the
data that would come through in your traffic analytics, you would see which keywords people
were searching for. It would show up in HubSpot. It would show up in Google Analytics.
Google has subsequently kind of control that
so they don't pass that kind of granular
what we think of as intent data
what was the user actually searching for.
But yeah, I think things will evolve.
So a couple of more kind of tactical tips
that I think are applicable today.
Sean, for you,
and this may be happening automatically
based on being on a Shopify platform,
but one of the things that ChatchipT and the AI engines
really like is structured product catalogs, right?
Because as you would expect,
it's like, oh, here's a,
here's the standard semantic web way
of describing the product catalog, which is size, color, all those things. And then another
key thing is inventory. It's like, is it in stock or not? You know, can it be shipped or something,
delivery time, those kinds of things. If you put those on the website, that's going to influence
as you as you would expect it to. Like if I'm searching for, I want to buy this kind of
a musical synthesizer or something like that. I want to find a site that actually happens to have
it, right? That's why, you know, Amazon gets, you know, so much love generally. But anyway,
so that's one thing to look at. And for you, Sam, the other thing that the AEOs of the answer
engines kind of optimized for is more kind of human-based stuff. So if you look at the review
sites, G2 and things like that for product-oriented companies, but also it, I won't say over-indexes
because that's a relative term, but it highly indexes on things like Reddit, especially if there's
like active, lots of back and forth or whatever. And even if there's one comment in there
that says, oh, here's the thing that definitively asks, and you will find that the citations
that you see that show up and chat. And you can just do this through personal anecdote and just
experimentation, you will find that the Reddit threads it picks up are the ones where the original
post was asking a question. And that question sort of matches a question the user is asking,
like, oh, what's the best CRM for small business? If there happens to be a Reddit post that loosely
kind of translates the exact same meaning, that red thread post, if there's a comment in there
where someone definitively says, yeah, it's HubSpot and here are the five reasons why. And that
comment gets a bunch of upfotes because they have access to that data. That has a very, very high
likelihood of being a cited source. This is going to be the biggest company of the world. Imagine
if Google had a subscription. So Google is already the third or something largest company of the world.
Now imagine every customer is also paying $10 a month or you know what I mean.
Three episodes ago, we were talking about Open AI. It's like, oh, if we have to predict as to which,
what's going to be the next trillion dollar company. This is before. I don't think any company
had reached trillion dollars at the time we did that episode, but one was about to. It's crazy
how much like chat GPT for it to be an 800 like they're essentially the new operating system
for this current generation i i had a buddy and i i maybe mentioned it on the pod years ago but he was
deciding between two very promising companies one of them was open ai and this was before chat chit
was launched and i think they were already worth 30 billion dollars and we were talking and he was
like man i think like i don't know this equity can grow anymore like i just don't think it can work
and he ended up taking the job anyway,
and he made already something like $30 million or so from his stock,
and he sold a portion of it so he could, like, be very comfortable.
And then we were talking, he was like, what should I do with the rest?
And I was like, man, there's definitely a world where it could 10 or 20x or more again.
Who knows?
And it's just crazy to say that out loud.
What's it worth now?
One trillion?
Or 800, I don't even know.
500 billion is the current publicly disclosed round that's happening,
currently.
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Can we do like some rapid fire questions?
We have this document.
This is for the listener.
We have this document where we were like preparing different ideas.
And Sean had,
Sean said he wants to know your process from zero to one.
And how do you get ideas?
Do you do research?
What do you do to move the ball forward?
And you replied something interesting.
You said two things.
You said, this gives me a good chance to talk about algebra.
And I was like, I have no idea what you're talking about.
And the second thing you said was iteration.
It's all about iteration.
Can you elaborate a little bit on that?
Yeah.
So a couple of things.
One is I don't have, I don't do deep research on ideas.
I don't look at the market like an MBA would or should.
Most of the things I end up pursuing are either personal itches.
I need the thing myself or someone close to me.
Either my business needs it, my wife needs it or something like that that should exist but doesn't.
And these are all the things I pursue tend to end up being softened as the only thing I know actually how to produce.
If I was a carpenter or musician, it would be something different.
And my kind of running thesis has been, and this is referenced Albrebrebre,
I was making is around mathematical induction.
And so mathematical induction is this very simple principle that says,
as long as it's true for n equals 1,
and it's also true that if it's true for n,
that it's also true for N plus 1,
then it's going to be true for everything all along the way until infinity,
for all positive numbers.
Anyway, I'll simplify this.
Distill down what that means is if you start,
that's condition 1,
and if you can always take the next step,
make the next iteration, it will work.
for some definition of work, right?
It's like you just have to just kind of keep at it.
And I'm not saying stubbornly pursue the exact same idea that you started with.
That does not work, right?
You do have to sort of...
An iteration is truly taking kind of market feedback and doing a true loop, right?
An informative loop that says, oh, I'm going to do it, or at least try to do it better
the next iteration, the next iteration, the next iteration, next iteration.
But that's my approach.
It's like, find an idea that I can...
And then just get started.
It's like, often it'll be...
Like, can I write code tonight?
So right now I've got three projects in flight that are these kind of scratch my own niche AI projects.
And I'm almost tempted to tell you what the three are because that will force me to launch them before this episode goes live.
They can give a one liner maybe for like one or two of them.
Yeah.
So one is around, it's like a visual designer as an agent.
So there's lots of great image generation tools.
There's chat GPT has one.
There's nanobanana.
That's now from Google.
but what I've always found lacking
is the actual process I go through
as a non-designer, as a business person
like if I'm doing a social media post
or doing a blog post or something like that,
it's like I have a process, like, okay,
I want to come up with this visual ideas,
what would represent this,
then I want to see 10 possible examples,
then I want to iterate,
then I want to say, okay,
I want to pick these five
and I want to create my own personal brand
in my own style,
then I want to apply that style
to the kind of, it's like,
there's this kind of workflow
that I go through,
and like, that's just painful
and I'm too impatient,
like I have access to design,
This is not a matter of saving money, but it's like, if I have an idea at 2 o'clock in the morning,
and I want to get the idea out there with a visual that goes along with it, so that's the thing
I'm building.
That goes through my entire flow as an agentic process.
You have a name board?
I know you like to do names with the ideas.
I do.
And I'll put it out there.
Because it's close to launch a bull.
It's called imagegen.
So image generation.
com.
And is this going to be like one of your first or second times on MFFM,
wordle was popular and you said that you made a
wordle alternative so for those listening if you don't know what
wordal is it's I don't know a game like Scrabble
whatever and your side project where you just launched us
I think with your son was making $80,000 per month
at the time I have no idea where it's at now
do you have some type of ambitions or guesses
as to where this is going to be in six months
I don't know actually
so part of it we talked about this a little bit
last couple episodes you know
So I've been working as kind of part of my kind of HubSpotter Hat now is the Agent.A.I.
platform, which is basically a marketplace for agents.
You can build agents, find agents, hire agents to do these kinds of things.
So in the back of mind, I'm going to build this thing, but I'm building it as an agent that will be on the agent.
com.
And the hope that is that the utility is high enough, either it will cause a bunch of users to be added to agent.
com, which is now up to 2 million users, which is awesome.
or, you know, I have thoughts about agents on the platform being monetized someday.
And this is like, okay, for me, it passes a litmus test.
Like, if this thing already existed, would I pay $5 a month for it or $10 a month for it?
And the answer is yes.
It's like, okay, if I can sort of, and I actually posted on LinkedIn, exactly sort of
a product roadmap for this thing was yesterday.
I'm like, okay, here's the thing I'm building.
I didn't disclose a name.
But you're the thing I'm building.
Here's what it's going to do.
And it's like, it's like stupid simple things right now.
For instance, when you do an image generation thing right now that has text, which a lot of
kind of business images that you create will have like a headliner or some sort of text
in it, the image models have gotten better at text, still not perfect.
But one of the things I wanted to do is like, okay, well, if you generate an image with text,
I can pass the generated image back through AI and say, tell me the text that's on this image.
So if there's a typo in it, just rerun it.
Don't waste my time giving me things that have typo in and then me.
It's like, oh, by the way, you misspelled this or whatever you have a typo in that.
by the time it makes it to me, it's already done, right?
It's like having an intern going off and doing this stuff in the background,
and then I show up and it's got 10 options for me.
I can pick and I can run and it'll do it in my style without typos,
which sounds like a minor thing, but it's useful.
Sean, do you want to ask him some of these other questions?
You had some pretty good ones, like the request for startup or his chat GPT history?
Yeah, well, I'll do the chat GPT history one.
I'm just curious.
So you run a huge company.
You are also kind of like a scratchy-outage guy.
investor, you have many hats.
I'm just curious how you use chat GPT.
If you were to pull up your chat GPT and like
looked at the last five to seven searches that you did
or questions and answers that you did,
what are you talking to chat GPT about?
I'm a huge chat GPT fan.
I'll be wrong.
Even if I were an investor in OpenAI,
but the way I consume chat GPT
is not through the app.
The way I consume chat GPT is through their API.
So I have my own kind of command line thing that I put in.
And there's a reason I do this.
So the next big advancement we're going to see in AI apps generally is this notion of memory that they remember.
And you'll see, as you've been using chat GPT, you will find that it's going to remember more and more things about you, even though you'd talk about them a week ago, a month ago.
Right?
Like, it's the best out there in terms of being able to retain that memory, which is awesome.
The non-awesome part of it is that that memory is locked into chat GPT.
So if you ever go to Claude or if you ever go to Gemini or something else,
those things don't have that memory of you.
And that's a very frustrating thing, which is great for Open AI because it makes it very,
very sticky.
Well, wait.
So your personal version that you're running in your command line has better memory than chat GPT?
Why does that?
How did you do that?
Oh, because it has infinite memory.
And what makes it better memory is because it's under my control.
It's my memory.
For instance, I can go off and say, I'm going, I want to go back through, and I have this
for my email as well, which I think is just.
another form of memory, all the email archive and I have like two and a half million emails
in my quote unquote memory, I can go back and say through my chat GPT history, here's the thing
I'm actually trying to kind of get to and then I can combine that with other things. I can take
that memory. It's like now I want to pass that to Google Gemini or I want to intersect it with
Google Gemini, which does video analysis a lot better than chat GPT does, which doesn't do
video analysis yet. It's the openness of it, right? That's the motivation for it. It's not
that I can do memory better. It's the fact that I can do more things with it because I can
intersected with other apps. But why isn't this the product? Because I think everybody would want this,
right? Yeah, give me that. Because it violates. Okay, I have, I have three rules of business.
Rule number one, never own a piece of a restaurant, never be a shareholder in a restaurant. Rule number
two, never be a landlord, because I don't even want to maintain my own properties,
let alone properties on behalf of other people. And number three, never compete with Sam Altman from
OpenAI. Those are my three rule. That one violate the third rule, which is I don't want to create a chat GPT
competitor. But where will this this will manifest, right, is that HubSpot's building kind of memory
into our Breeze assistant, you know, our AI product. And so that's going to happen. So localized memory
in terms of, you know, for use case specifics, but I don't want to create a consumer app that tries to
solve this kind of for the broad, horizontal group of people. But I think over time, the industry will
evolve where there will be some form of like federated memory, I think. That says, oh, you can plug into this
similar to how we plug into
Google Docs and Gmail and things like that. It's like
opening I may not own like absolutely
everything, but right now someone needed to do the memory.
I think they did the right thing. It was not
diabolically planned to be
that way. It's just like, oh, this would be
a better product if it had memory,
so they added memory. Right. Okay, but
you didn't answer my full question.
So you said, I don't use the Chad TV app.
I use it through API on my own little
thing you've created, which has better memory.
Okay, but what do you use it for? Like, what's like
the last few things you've used it for?
So I do it a lot for kind of research.
If I'm researching, like, ideas, and I use a lot for domain names, as it turns out.
So I have a thing that can actually look at Google trends.
So I can say, oh, like, I've come across this idea for a domain name or whatever.
Here's the price.
I can look that up in the marketplace right now.
I can look up the transaction history.
Has this domain been sold before?
What was the last purchase price is like Zillow for domains?
One of the agents I'm also working on that will launch, actually, this week.
But what I want to do is to say, okay,
vibe coding is a good example.
It's like, ah, once Andrew Carpuffy,
I was actually part of that,
but sometimes I'm a little bit later
for the game.
It's like, oh, I see this trend
kind of picking up.
Like, what is that?
I want to know who coined the term.
I want to know what it is.
I want to know what domains are available.
What's the price?
Are any of them listed or not?
Are anyone just free and clear?
Like no one's, as it turns out,
vibe coding, I was early, but late enough
where someone had already kind of purchased
the dot com domain.
By the way, vibe coding would fit your inbound framework.
Like, if I'm Replet or one of these companies right now,
I'm creating the vibe coding
movement and the community and the events and the blog and all that.
And then like I have the tool underneath that you could use, but you could use many others, right?
Or maybe I'm super base or one of these other companies like putting it behind that the way you've done with inbound marketing, I think would be smart right now.
I'll tell you what am I, and I will sacrifice this idea.
Not for free, but in the idea here, and this was the original idea behind.
So I paid six figures for that for that domain.
That's on I think I'm what.
Vodocoding.com or what did you get?
Vipotting.com.
Really?
And the idea,
I've logged hundreds of hours
doing what some would call vibe coding,
and there's other terms,
like agentic coding,
I think is a more accurate thing,
but it doesn't have the same vibe as vibe coding.
That doesn't exactly roll off the tip of the tongue.
It doesn't, yep.
And just in case, I own that one too,
but that's the different story.
Okay, so vibecoding.com.
I think it's a great idea.
It lowers a bar,
allows lots of non-developers
to kind of get into the product-building game.
The problem is,
and I would bet lots of money on this,
is that almost everyone that is not a developer by trade
will do vibe coding.
If they're trying to build a real,
so there's a class of problems that vibe coding is really, really good at.
It's like if you're building software for yourself,
if it's got a short lifespan,
that says, I'm building this, I need it right now or whatever.
It's like disposable software.
Or if you're just building it for your team,
as I only have to make it work for three people,
and if it stops working, no big deal.
But as you start violating some of those criteria,
So I'm like, no, I want to build a production product.
I build a billion-dollar software company around that's going to be long during.
And I'm going to be maintaining this product going a year, three years, five years, ten years down the road.
Vib coding invariably right now, even with invariably non-developers will paint themselves into a corner.
That they will hit some bug, something won't work, something will break.
It will.
It's just a matter of time based on how ambitious the thing is you're doing.
When that happens, it's entirely possible that you actually have an economically viability
idea, but you have an unviable code base because you have no idea what's happening inside
that black box. When that happens, not an if, when that happens, what if there were a community
in a marketplace called vibecoding.com where a bunch of engineers hang out, and what they do is to say,
hey, I'll answer questions for you, like my number questions, but also for $500 an hour,
I will jump into your GitHub repo, figure out your problem and fix it and cause it and set up
unit test for you and help you get through this corner that you've painted yourself into. So I think
that's going to be a massive market. So you list.
I think, so you probably own between 500 and a thousand.
It's between 500,000, yeah.
Okay, so I could collect, if I were, you know, had unlimited money,
and I could probably collect 500 over 10 years.
You go to, you just have an idea and you just buy it.
But what's crazy is a lot of these domains that you have,
they actually have projects on them.
So I'm looking at pitchcraft.com, opengraph.com,
prompt.com, dadjoke.aI, speedround.com.com.
And it's like speed drive.com.
It's an investment firm, a check or no in 24 hours.
Dadjoke.AI, a dad joke generator that works but not that well.
And you said you have three other projects that you want to launch, but you said,
I need this podcast to go out and then I'm going to go and get it out.
So I'm setting this up.
Sean came up with the idea of being generative.
This is the most generative I've ever seen someone, which is how do you have enough time to actually do all this?
Well, just and just to be clear, the list of domains I put,
I don't have sites launched on them right now.
So the thing I was kind of trying to share,
and I may just put this up publicly,
it's like, here are my top 20 domains
for which I have ideas,
but I don't have the calories
to actually pursue them.
Make me an offer.
If you're, but you have to have like street cred,
something that gives me evidence
that you would actually be able
to kind of pursue this idea,
and I'll kind of contribute the domain
and maybe some capital
to kind of kick the idea off.
But to answer your kind of question bluntly, Sam,
my hours have not changed
in the 30-plus years.
I've been doing this as an entrepreneur.
I still think of myself as an entrepreneur,
despite being part of a $35 billion company.
For all intents and purposes,
and I mean this in the most positive way I can possibly put it,
I live in the matrix.
That's basically what I'm doing, right?
It's like, it's like, oh, are we in a simulation or whatever?
I personally is like, okay,
my window into the world is like, okay,
I've got a little talking character of people
that sometimes show up on this other screen
that I have up here in my office or whatever.
is like, and I'm just trying to play the game.
And this is, and I, in the same way people play video games and do it obsessively,
this is my version of a video game.
And I did play video games a lot back when I was younger too.
But I really enjoyed.
I like it because if I were a writer, you know, my favorite writers are the ones that
spent a lot of time on world building and character building, right?
It's like they create this entire, like especially the sci-fi and fantasy writers.
They create this entire thing, a world that could exist that's got its own physical laws.
and here's the species that live on,
the powers they have and all of it.
And it's this entire world that they fabricate out of thin air.
They do it in words.
I'm trying to, in my little small way,
create a version of the universe that exists
that solves all the problems that I have
or people that I love that.
And that guy can sort of, you know,
kind of poke around at the eggons
and make a version of the universe
that I think is a V1.1 of the universe that exists.
Does your house work like that in your physical life?
Like on your day-to-day life,
Do you, is your home life set up to where you've built like your own, like, is everything about your life exactly in your very particular way of going about it? Is it set up that way?
No, and I'm actually probably drawing the wrong visual picture. So my life is, if you just looked at how I live, it's more like the absent minded professor.
My desk is completely messy. So it's not like I have like an engineer's scientist kind of thing where like it's a lab, you know, white lab code, clean desk and everything's kind of pristine.
It's the exact opposite of that, right?
It's just how I work.
And so I'm not that methodical about it.
I'm analytical in some ways, but I actually play things actually very loose.
Like I'll have a random idea and I'll drop the thing I'm working on.
I'll go play with something else for a day or two or whatever,
and then I'll drop the fact that I'm doing ImageGen.Gen.a.i in the next few days or whatever.
And now I'll finish it and get it to some semblance of kind of working.
but, you know, I've said this before, but it bears repeating.
It's a really good piece of, like, personal advice is that, you know, when, if a musician
were out playing music and practicing when they're not doing, like, for 12 hours a day, 16 hours a day,
which people do that, if an athlete, if a basketball area, like, if they're off, you know,
practicing eight hours a day and then even between games and it's like, we never question that.
We never, ever question.
We're like, oh, well, that's what it takes to be kind of top of that particular game, music,
sports or whatever, for some reason
there's a stigma attached to work.
Yeah. And there's some stigma attached to if you just
happen to make money at the thing you happen to be doing,
like, well, it's like, we all has all the money. Why would you keep doing this for
money? Like, I'm not doing it for money at all. Like, I don't care about money at all.
But I do enjoy
the craft and the practice and the actual
process of building stuff.
Sport business, yeah. You, have you ever heard of the famous
clause that Michael Jordan put in his contract when he signed his big deal with the Bulls.
So they added a clause.
And I don't know if this was Nike marketing or if this was genuine.
But at the time, if you were an NBA player, you signed the max contract.
They would have all these rules like, hey, you can't ride motorcycles, like, you know,
things that would jeopardize you as an asset to them.
And one of them was like, you can't just go play, like, random pickup basketball games
on concrete with strangers, right?
Like, you might get hurt.
And that's on, you know, now you can't play on company time.
and he had this famous clause that he put in called the for the love of the game clause.
And it was that Jordan was allowed to play basketball anytime he wanted for the love of the game.
And I think that that's like a clause that we all just want in our own mental contract of how we do things.
Like you had this great tweet where you said, if money doesn't let you do the things you love doing, why else would you want it?
And I thought that's so good because oftentimes I know I have to talk to my mom or my sister and I'll tell them about you.
and my buddy Furcon is like this.
Furcon was my co-founder of the last company,
but the company built before that, App Lovin,
is now like a $100 billion company.
And so, like, Furcon's got all the money he'll ever need, right?
And they're like, oh, what's Furcon up to him?
Like, oh, yeah, he built this lab called Founders Inc.
In Fort Mason, and he's in there, and he's there until 11 p.m.
And he's, you know, he's grinding, and he's got a new startup.
And they're like, oh, my God, if I had the money,
I would never do that.
And, you know, part of it is like, well, because you would,
he's not doing it for the money. He's doing it because he wants to do it. That's why he got the money.
So first of all, like, you have it reversed. The money came because he is this way.
Not, you know, he's not, he didn't become this way because of the money. And also like,
you're right that whether it's athletes, musicians, you know, we find it like noble when they do it.
But if you're a business person, you're greedy or you're a workaholic.
When your mom says that, you're like, have a seat, mom, pull a chair. You see, LeBride, James.
Are you familiar with Jordan's contract?
to 96.
Subsection 3 C's for the love of the game plug.
She's like, oh, I just wanted to know if he has kids yet or not.
She's like actually operating at a completely different level than me.
Oh, man, Darmesh, we love hanging out with you.
I always leave better than I came in.
I wish we could do this for many more hours because there's just so many different things
about life and business that we can learn from you.
We had Howard Marks on recently, and at the end, it was the same thing where it was like,
I was like, man, you came to talk about investing, but you're really just talking about how to live a good life.
And you're that guy. You kind of do the same thing.
But it's kind of funny, right?
Like the kind of legend investors we have, they bring this philosophical energy of like, almost like patience and like observe the world.
stay calm,
you know,
stay calm and carry on or whatever.
And like,
Darmesh and like,
kind of the builders
have, like,
a slightly different energy.
It's still philosophical,
but it's kind of like
a let's make it happen energy.
Like,
let's build it.
Why not?
We could do this.
Let's try this.
It's okay if it doesn't work.
It is a totally different,
playful builder energy
that I think is dope to be around.
Yeah.
Well,
I have a tweet.
I almost sent yesterday,
but I wanted to get my image generator
working so I could attach it to this tweet.
And it's two lines. I'm going to share with you.
It's a nice warm kind of closing,
which is, danced like no one's watching,
build like everyone's waiting.
Nice.
We have to do a quick plug.
One of the ways this episode came about was the marketing team at HubSpot was like,
we need you to promote this thing.
And they told us to promote this thing.
And we're like, yeah, let's just have Darmesh on the pod.
And maybe he'll like plug it because that's way better.
But what is it?
Loop marketing.
Loop marketing.
By the way, loop marketing is a new inbound marketing.
That's what it is.
That's your prediction.
Learn about how to do marketing well in the modern age of AI.
Look up loop marketing.
Loopmarketing.com.
You own that one too, I guess.
Yeah, we promised we would say it seven times.
So loop marketing, loop marketing, and loop marketing.
Boom, quote a hit.
Let's go.
They were like, can you guys read this ad or talk about it?
We did the white font on white background at the end of the pod.
You didn't even plug it.
By the way, we asked, what is the new inbound marketing?
You called it AEO.
That's true.
Thank you.
That's it.
That's the pod.
I feel like I can rule the world.
I know I could be what I want to.
I put my all in it like no days off.
On a road,
let's travel, never looking back.
All right, let's take a quick break because, as you know,
we are on the HubSpot Podcast Network,
but we're not the only ones.
There's other podcasts on this network, too.
And maybe you liked them.
Maybe you should check them out.
One of them that want to draw your attention to is called Nudge by Phil Agne.
and whether you're a marketer or a salesperson,
and you're looking for the small changes you could make,
the new habits you could do,
the small decisions you could make that will make a big difference,
that's what that podcast is all about.
Check it out.
It's called Nudge, and you can get it wherever you get your podcasts.
