The Startup Ideas Podcast - The Right Way To Write With AI
Episode Date: September 21, 2026Get Your Complete Financial OS at https://startup-ideas-pod.link/brex_SIP In this episode I speak with Nicholas Cole about the real value of everything you write on the internet. Cole has 15 years... of experience as a nonfiction writer and ghostwriter, and he runs the SaaS platform Typeshare. He gives me a simple model with three tiers of content: commodity, personality, and original. He also explains the digital brain, which he calls your personal language model, and he shows how AI repeats your approved language at scale. By the end, you know how to judge the short, medium, and long-term value of a piece before you write it. Start Writing Online In 30 Days: https://startup-ideas-pod.link/ship30 Timestamps 00:00:00 – Intro 00:03:36 – POV is the Moat 00:05:40 – Language As Open Source 00:11:24 – Value Is Relative To The Reader 00:14:26 – Approved Language 00:17:43 – The Value of AI in Writing 00:22:09 – Commodity Ideas 00:24:23 – How To Set Up The System 00:27:58 – Ownership IS Association 00:33:56 – Build your Personal Data Set 00:39:53 – Branded Content vs Founder-Led Content 00:45:17 – What is Original Content? 00:46:35 – Writing Versus Short-Form Video 00:48:58 – Three Types of Hooks 00:49:50 – Timely Content vs Timeless Content 00:53:27 – Voice is 3 dialed settings 00:56:32 – Finding your Voice 01:00:49 – The Company Brain As The Moat 01:07:30 – Closing Thoughts Key Points A point of view creates the moat, because copycats must wait for your next idea. Content sits in three tiers: commodity, personality, and original. Each tier adds different leverage. Ownership equals association. Volume builds it, and personality details make it strong. Your life story is the unmade data set, so AI learns it only from your own writing. Every piece sits on a spectrum from timely to timeless, so match your expectations to the type. Humans do the thinking and the writing. Robots do the repeating and the remixing. The #1 tool to find startup ideas/trends - https://www.ideabrowser.com LCA helps Fortune 500s and fast-growing startups build their future - from Warner Music to Fortnite to Dropbox. We turn 'what if' into reality with AI, apps, and next-gen products https://latecheckout.agency/ FIND ME ON SOCIAL X/Twitter: https://twitter.com/gregisenberg Instagram: https://instagram.com/gregisenberg/ LinkedIn: https://www.linkedin.com/in/gisenberg/ FIND COLE ON SOCIAL X: https://x.com/Nicolascole77 Youtube: https://www.youtube.com/@nicolascole77 Ship 30 for 30: https://startup-ideas-pod.link/ship30
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Discussion (0)
Nicholas Cole's made over $30 million writing on the internet.
So when he talks about content, I listen.
And this episode honestly felt less like an interview and more like just a free masterclass.
He breaks down why most people's content gets ignored in the AI era,
why AI is making generic writing worthless,
and how to build what he calls a digital brain,
a library of your stories and your opinions and your lessons and ideas that gets you customers 24-7,
that builds you trust and gives AI something real to work with.
If you write online, you sell online, or you want ideas to compound, this is honestly worth
thousands of dollars, but it's free for you. The people that stick around to the end of this
are not going to be writing AI slop. And I think the people that use AI to actually create
interesting content, I mean, of course, those are the people that have the highest probably of success.
Enjoy the episode. I learned to love.
lot. I think you will too. Today's episode is brought to you by Brex. My company's been on Brex
for a year and a half and I started because I kept hearing companies like Versel, OpenAI, Anthropic
were using Brex and I figured if they're using it, why shouldn't die? It's been a game changer.
The thing that got me is how smooth it is. It's got high limit cards. It's got banking. It's got
AI that handles the back office busy work like expense reports, which I don't want to do on its own.
It's really just built for this agenic world. If you're building,
something new, it's time to get Brex. Check it out at brex.com slash solutions slash startups.
Link in the description.
Nicholas Cole, thank God you're here, man. By the end of this episode, what are people going to learn?
By the end of this episode, you will better understand the short, medium, and long-term value
of everything you create and write and market on the internet before you create it. That is the goal.
Before you invest the time, you will understand why you're doing what you're doing in the first place.
Yeah, and I think that matters a lot because all of us are vibe coding software.
We know there's a lot of opportunity to build apps, ship SaaS, things like that.
But it's hard to get customers.
And what I'd love about you is through writing, you understand how to get seen, how to create stuff that goes viral.
And there's sort of a bit of an art to it.
And what I hope to learn, you know, selfishly by the end of this episode is to get some of that art from you, to learn about that so that, you know, the products that I create, I could accompany it with content writing that tells stories that, you know, hopefully goes viral or that just resonates with people.
And Cole, can you commit that to me?
Will I learn that?
Yeah.
That's what we're going to talk about.
So something I see people talk about a lot these days is that in the AI era, SaaS no longer has a moat.
And I actually think that that's not true.
I think that SaaS has a moat when you have a point of view.
And I didn't, that was a nice little rhyme there.
But what I mean by that is if you're just building commodity SaaS, meaning like you're just providing features that accomplish tax.
to people, that's fundamentally a commodity.
SaaS with a point of view means that you're building some sort of product or platform
that enables users to do things in a certain way.
Like, they're executing a certain method.
So, for example, like, we have a SaaS platform called TypeShare.
And the goal of TypeShare is not, well, there's a gazillion scheduling apps and there's a
gazillion writing apps and our writing app does writing and scheduling too, right? Like, that is a
commodity. The goal of TypeShare is to, quote, unquote, automate or make tasks easier for people who
want to execute a different methodology for writing on the internet. So there's a point of view
that drives the product. And if someone says, well, why would that create a moat? For example,
If we say inside TypeShare, well, your goal is we're going to help you build your personal language model.
And our point of view is that there are certain types of content, commodity content, personality content, original content.
Each of these different types of content creates different leverage inside of your personal language model.
Even as I'm articulating that, imagine you're trying to build a SaaS platform that does everything our SaaS platform does.
Every time you build a feature, it's like you have to turn back and look at me and go, oh, but wait, like,
what does that actually mean? What's the point of a personal language model? What does commodity content mean?
So you will forever be one step, two steps, three steps, five steps, ten steps behind because you
constantly have to look at the person who's creating the point of view or creating the methodology
to go, whoa, wait, they're the one doing the thinking. I'm just going to copy them, which means you're
always behind. And so I think it's funny when people say there's no moat in SaaS because it's like,
well, yeah, there's no moat in anything if you don't have a point of view. But there's
a ton of moat in SaaS and product and writing and marketing if you do have a point of view.
And so that's kind of what inspired this convoy is like. So how do you create a point of view in the first place?
So where do we start?
So an idea I've been thinking about a lot is the fact that the English language or any alphabet, any language, is really just an open source language for communication.
meaning no one owns the individual letters of the alphabet.
No one owns words, like the vast majority of words, right?
Like, you don't own the word tomato.
I don't own the word catastrophe.
We also don't own even our names.
There are a lot of people in the world named Greg.
There are a lot of people in the world named Cole.
And if someone says, my name is Cole or my name is Greg,
and you write, my name is Greg, right? You're not plagiarizing them and they're not plagiarizing you.
And as you start to like tease that idea out, you realize that the vast majority of words and groupings of words and thoughts and ideas and sentences are shared.
They are not actually attributable to any one individual. And I think this is what people are wrestling with.
when they read writing that they think was written by AI, is when you identify quote-unquote
AI slob, what you're really identifying is commodity content, meaning you're reading something,
but it feels the way that it does because it's not attributable to any one individual.
It's like reading health and wellness content.
Someone writes, the key to losing weight is eating healthy.
That's a commodity sentence.
There's a gazillion people who have said that exact.
grouping of words. And we don't look at the millions and millions of people who have repeated that
same grouping of words and go, oh, everyone's plagiarizing each other. We just go, that's a commodity
sentence. And so as you start to tease this out, it raises a really interesting question in the
age of AI. And the age of AI is the creation of infinite text-based content. Anyone can write anything
on any topic at any time with any amount of volume and speed they want. Which
raises the question, so what is worth writing in the first place? And I think it's interesting,
even like your content is a really good example of this, where the simplest delineation is when
you're writing and you say the difference between I think, I did this, I perspective,
versus you should. You should do this. Because when you're talking to the reader through the lens
of you, inherently the content is going to lean more commodity because you're kind of just
like repeating all the things that everybody knows everyone should do. But when you're writing
from a place of I, like I just did this or I think this or you share all the time, it's like I
think this would be a great startup idea. When someone consumes that content, that is personality
content. That is, I am consuming what Greg thinks about the world, not what everyone in this
topic area typically says about this topic in the world. You know what I mean? Yeah, I mean,
that's why all content isn't created equal, because sometimes I'll see people go insanely viral
on X, let's say, and I look at the content and I'm like, I've read this before. It's a Wikipedia
article essentially summarized or it's just a take that's been said before and they plopped it
into chat gvety and asked it to create an essay on it and it could still get 5,000 likes or
10,000 likes but at the end of the day it's like what game you're trying to play when I'm
creating content I think about two things I think about how do I drive as much value for
the person consuming the content so I'm just
just constantly as I'm writing, I'm like thinking about the person in the other seat and thinking
about how can I help them? And that frame of mine is super helpful because that means actually
you're not going to write things like you should do X, Y, Z, you should do X, Y, Z. Because that's
kind of coming from a place of like, I'm better than you and I know everything, therefore you should do
this. And I don't think that's what I try. That's what I want to avoid. And then the second thing is,
creating affinity. So, you know, if I add value to people's lives, it's sort of an
effective number one, it generates some affinity to, hey, this guy helped me out a little bit.
You know, I got an idea from him or he, you know, I never thought in, you know, of this topic
in that way. Like, for example, what you were talking about with like the English language is
open sourced. I never, you know, I use English every day in my life. I, I never, you know, I use English every day in my life.
I never thought about that concept before.
And for the rest of time, I'm going to be associating that with you, Cole.
And I think people undervalue how valuable it is to have a new idea and ship that value to someone,
and it actually affects their day-to-day, especially within the context of a business context,
because that means that they're going to be making more money.
They're going to be being more productive.
and that's going to put food on their plates,
feed their family, get them a job promotion.
There's so much good to that.
And that's what I want to unpack today is that piece for people.
Yeah.
So, okay, a ton of thoughts.
First, value is always relative to where the audience is,
meaning something that you could find really valuable
because maybe you're a more advanced audience.
entrepreneur, a beginner would not find as valuable because they're not far enough along yet.
And in reverse, something that's very basic to you that you've known and you've learned that
lesson a thousand times is not valuable to you anymore because you already know it.
But to a beginner, that's like the most helpful thing you could give them is step one.
So value is always relative to where the other person is.
what prompted this whole
mode of thinking for me
is especially in the past
two or three years
and as I've seen AI start to accelerate
I've found myself living in a constant
state of frustration where
I know that these models
can write a lot of
things just as well as I can.
My frustration is
knowing that that
solution exists
and yet I still find
myself spending time
writing and rewriting things to tell beginners that I know would be helpful to them, but are really
boring for me to repeat.
And so I've been writing nonfiction online for 15 years.
I've been writing about how to write on the internet for over a decade.
I have, I'm not exaggerating, like probably written, I don't know, north of 50 million words
on the topic, like thousands and thousands and thousands of.
pieces. And especially in the past few years, this frustration for me is like, I know that there are still
a tremendous amount of people in the world who need help taking the first step and going,
how do I start writing on the internet? What's my niche? How do I name and claim what makes me
different? Ideas that are very simple to me, that are very novel to beginners. And yet,
every time I write about them for the 99th time, I feel like I'm...
wasting my finite time on earth because I'm just reswizzling the same groupings of words
over and over and over again. And so what kind of, that's what originally prompted this way of
thinking. And it made me realize that commodity content doesn't have zero value. Commodity content
does have value. And for a lot of people, particularly beginners in any industry, commodity
content is actually the most helpful thing you could give them. The problem, the problem, the problem. The
problem is that as you write more and more commodity content about a specific topic or in a
niche, you will feel what I'm feeling. You probably already do where you're like, I find myself
just repeating the same ideas that I've already thought through. I'm not actually thinking
through anything new. I'm just repeating things I already know. And that is very low leverage.
And so as you begin to build your content library, it you have to sort of examine
why am I writing the things that I'm writing? And each new thing that I write, am I, what is the
additive value of the thing that I just created to my, what I'll call digital brain, my personal
language model? And in an ideal world, like, so just a quick little backstory, I've been
ghostwriting for a decade. I used to do this framework with clients where when I would be working
with a client who was really busy. Maybe they wrote a book. Maybe they would have a podcast. More likely,
maybe they would just record internal meetings. And I would pull from those assets, pull from their book
or pull from blog posts, or pull from things that they had created or said out loud. And I would take those
words and phrases, and I would assemble them into content. And that's essentially what a ghostwriter does.
The misunderstanding is that the ghostwriter isn't really creating new ideas. The ghostwriter is not really like
putting net new thinking in the client's mouth, the ghostwriter is essentially taking what I like to
call approved language. The client said it. And so why can't I take a sentence from chapter one and a
sentence from chapter two and two sentences from chapter three and two sentences from chapter four
of their book and stitch them all together and create something new? The client said all of those
words in those groupings of words. And so I did the manual version of what AI can and should do
here soon, which is the larger your library grows, the more ideas and approved language you
have, the more net new combinations you can create. And I think that fundamental idea is something
that the masses do not understand about the leverage you get in crystallizing your thinking
and building a library of content on the internet.
Because the AI is not actually writing.
AI is taking approved language from things that you've written
and creating net new combinations.
And if you play that out, the benefit of doing that is now I can continue to help
beginners telling them the ideas I know they need to hear,
but I don't need to take my finite time on Earth,
rewriting the same thing over and over again,
which, what is the same thing?
that means that opens up more time for me to do what, to think about the next thing I haven't thought
about. And I think this is the hope, or this is the utopian hope of AI, is that AI will automate
the low leverage stuff, which opens up time for higher leverage things. And so in the case of
writing, what that means is AI will help me repeat the same commodity ideas that I've already
written 10,000 times, which opens up time for me to think about non-commodity ideas.
personality ideas or ideally original ideas, which is more additive to the long-term value of my digital brain,
which imagine the societal implications of more people thinking about things they haven't thought about before,
rather than just like churning out blog posts of things that they've already thought about and just need to repeat.
To me, that creates two bottlenecks, and I'm curious your thoughts on this.
the first is how do you create a second brain that people use obsidian or whatever second brain software you want to use
so that you're properly capturing those ideas those ideas are in a safe place and then the second
bottleneck is okay I've got these you know high quality ideas actually some of them might be high
quality some might be low quality but I've got these ideas
in this bank, how do I essentially plug it in to an LLM such that I don't get slothed?
Like there's a bunch of people who are just able to, you know,
you know, mangle their LLMs such that they understand how to prompt it in a way
or, you know, have agents run in a way such that, you know, it's eloquent.
So I think to me those are the two bottle decks. Am I missing something?
Yeah, I mean, I think that there's certainly outlier use cases.
And I'm not against the sort of person who is not a writer, is not a proficient writer, doesn't want to be a proficient writer, but knows a lot about an industry, wants to brain dump into an LLM, and then have the LLM take that information and just write it the way that the LLM would.
that's really no different than how ghostwriters work with clients.
And inherently in hiring a ghostwriter, you get subjectivity, right?
Ghostwriters are human beings.
They all write in different ways.
You're going to get a subjective output because you're working with a specific ghostwriter.
And LLM is no different.
And I'm not against that way of working.
I think that the fundamental mistake and the point of view that I'm really leaning into
for the foreseeable future is that the highest leverage thing you can do is the writing.
the robots should do everything else.
And I think where people get lost and why slop happens is they might agree or understand that idea,
but then they want to skip the step of writing and go, well, my LLM knows enough and it can just do it for me.
And you don't realize that in doing that, you're giving up a lot of leverage.
I don't want the robots writing for me.
What I want is the robots repeating me, which is different.
So, for example, you post on a bunch of different social platforms, right?
And I know that I'm like, okay, I have this giant library of short form text.
Giant.
I've tweeted 10,000 times, whatever it is, right?
And I want to keep publishing two short form pieces a day.
And I also want to put out short form on Instagram threads and YouTube community.
community posts and some of these other platforms. It is extremely low leverage for me to go through
my library and find the highest performing posts and repost them on multiple platforms.
People got around this with a social media manager. Cheaper solution, you get around that with a VA,
and even cheaper solution, now AI and agents can essentially do that. But the step further and where
I see long-term value in this idea of building a digital brain or a personal language model,
is that it is not difficult for AI to understand, Cole, you wrote this short form piece about five benefits of journaling, and you wrote this other short form post on seven benefits of journaling, and I can take some from the first list and some from the second list and create a new third list that is just repeating a different combination of those two posts.
And this is where every time you sit down to write, I think one of the most helpful things to ask yourself is, what is the short, medium, and long-term value of the thing that I'm creating?
And I'll give you an example of, like, so what is the value of you writing commodity content?
If commodity content is a commodity, what's the point?
The point is that there is borderline infinite commodity content inside every topic.
The question is not how do you write about every type of commodity content in your topic.
The question is which types of commodity content do you agree with and which types do you disagree with?
So I'll give you a simple example.
In the world of personal finance, two pieces of commodity content are if you want to build wealth,
you should skip your morning coffee, don't waste that $3 and you should just buy the S&P 500.
and 30 years from now, you'll be a millionaire.
Can I guess the second?
Yeah, yeah.
Because I'm just curious.
Is the other one, if you only rented and didn't pay a mortgage,
you would actually outperform, like, in general?
Yeah.
Like, I feel like I see that one.
I see that one all the time.
Yeah.
So these are examples of commodity ideas.
These are not unique to any one individual, right?
Like, one person says, save your coffee, buy the S&P, you'll get rich.
another person says, saving your coffee money isn't going to make you rich, you're focused on the wrong thing.
Both of those are commodity ideas. The question and why you should write about it is which one do you agree with?
Because those are two different ways of looking at the world. And so where people run into, oh, AI is creating slop for me is they don't realize how many of those micro decisions they're expecting AI to just understand about them.
So AI might, like, let's say their topic is personal finance.
AI might write something and use the example, well, you should save your $3 of coffee money and just invest in the S&P 500.
And the person reads that and goes, oh, this is slop.
But they don't realize that the reason AI wrote that is because they don't know, AI doesn't know which perspective you agree with.
So what is, what is the long-term value of your library?
Well, on the commodity content side, the long-term value is you actually, your
having clarity over which points of view do you agree with, which points of view do you disagree with.
It's not the ideas themselves that are unique. It's which ones are tied to your identity.
And the more of those that you crystallize, the more long-term leverage you get out of working with AI.
Because AI knows, oh, I'm never going to use that example because that's not how you see the world.
How do you actually, like, set this up? You know, if someone listening to this is like, I agree, I agree with Cole and what he's saying, you know, it makes a lot of sense.
How do I actually set this up?
Well, shameless plug.
This is the point of view.
This is what we're building inside of TypeShare.
So if you want SaaS that does that, there you go.
But the reality is there's a lot of different ways that you can accomplish this.
And fundamentally, it actually doesn't really matter where the library of content lives.
What matters is that AI has access to it.
And more importantly, you can't skip the step of understanding what you're doing in the
first place. I fundamentally believe that the reason people are struggling with writing an AI
slop and writing with AI is because deep down, everyone wants to skip the step of thinking
and just have the robots do the thinking for them. And in doing so, it's like you're trying to
find a shortcut and the shortcut is the longer road in disguise. And so, like, an example that's very
visceral for me is when I was writing on Quora back in 2013, 2014, I wrote a handful of answers
about me playing World of Warcraft professionally as a teenager. And I would always like,
in each answer, I sort of referenced it in different ways. I was like, oh, when I was a
teenager, I was a really competitive World of Warcraft player. And then another piece, I would say
the same thing, just like a different combination of words. And one day, I wrote a piece and the first
sentence was when I was 17 years old, I was one of the highest ranked World of Warcraft
players in North America. And that Quora answer went viral. And so, like me, myself manually,
looked at that and when that first sentence and that way, that grouping of words, that way of
talking about that experience, my hypothesis is clearly that resonated with people. So what did I do?
I wrote hundreds of other pieces over the next five, ten years, repeating that exact sentence somewhere.
Maybe it was the first sentence.
Maybe it was a hook somewhere in it.
Maybe it was before I told a story.
But I used that grouping of words hundreds of times.
That is the goal of what AI can and should help you leverage.
Is that as you get clarity over these ideas and groupings of words and points of view and perspectives,
once you say it really well once or twice or two different variations and you like both,
AI can then go, yeah, yeah, you've said that.
I got it from here.
You want AI doing repeating.
You don't want AI doing net new writing, thinking, I'm assembling groupings of words and
groupings of sentences that you've never done before.
That's why then it gives you something and you're like, this isn't me.
Because it's not you.
Yeah, and people sniff it out too.
And it actually hurts you more than it helps you.
Because then they associate you with, in my opinion,
then they associate you with someone who isn't adding value.
And it's like there's nothing worse.
I don't think there's anything worse that you can do than steal someone's time.
And I think that's why people are so, you know, hate slop so much.
It's because they consume this piece of content.
and they're like, wow, that was sloppy.
I hated that.
I think this is a second really fascinating question
in the age of AI, which is,
so what is ownership?
If language is open source,
no one owns the alphabet,
no one owns 99.9% of the words,
and most people don't even own 99.9% of the groupings of words.
If language is open source,
what is ownership?
and ownership, and obviously there's like a legal component.
It's like you can trademark names and like there is a legal component.
But generally speaking, ownership is really just a different word for association.
You associate ideas with certain people.
Now, you can achieve association in lots of different ways.
The easiest way to achieve association is to write about a topic a lot.
like people associate AI startup ideas with you.
And we can just say at a fundamental level for no other reason than you create more about that topic than the vast majority of people.
Or I'll give you another example, two examples of your coffee, drinking coffee and wasting money, which is when I hear that concept, I think of Rameet Sedi, I will teach you to be rich, who are,
always says keep drinking your coffee, even if it costs $6, like live your rich life.
And that's against the common idea of, you know, save, put in the S&P.
And the other side of that coin is Dave Ramsey, who's like save, invest, don't go in debt.
And so you, you know, both ends of the spectrum, same core idea.
Exactly.
And I mean, so to build on that, right, Dave Ramsey is known for that.
that meme where he's like taking the live call and he's like, so you spend all your money on
what? And then it's a funny answer. And he's like, and you owe how much money to who? And then it's a
funny answer. Like, what's actually happening is that that's a format. That's a structure
that people associate with him. So ownership is really just association, generally speaking.
and the easiest way to establish association is through volume.
You write a lot about a topic.
People associate that topic with you.
Very basic.
The next layer up of association is personality.
It is, okay, so it's not just that you write about this topic, but the audience knows
all of these specific things about you.
They know, like, so play it out.
It's like you have a personal finance expert, and you know nothing about them.
They just write a lot about personal finance.
And then there's another personal finance expert who is maybe just as qualified or less qualified.
But they share a lot about their personal life, their personality, how they see the world.
She's a personal finance expert.
She's a single mom.
She got divorced three years ago.
She has two kids.
She's had to work multiple jobs to put them both, you know, through school.
a really hard worker, started a blog, blog took off,
you know all these things about that person.
And something that I think a lot of people forget
is that quote unquote, less credible,
more personality content
typically outperforms more credible commodity content.
So like, take the extreme.
Like, there are not as successful personal finance people or finance people with significant personality content that get more distribution and have bigger audiences than Ray Dalio.
It was like a multi-billionaire, right?
So the credibility of the person is actually not, like, it's important you want to learn or hear from someone who has done something and, you know, knows about the thing.
But I think people forget that credibility itself is not the winning card.
The winning card is actually the personality of the person and how much they're willing to let you into their world and how many things about them you associate with that topic.
And that idea should be really liberating for a lot of people.
Like I'm sure a lot of your listeners, people that build products or are first time founders or second time founders, they want to build organic audiences.
like you actually don't need to be coming up with game-changing radically new original thinking.
All you need to do is just go, yeah, there's a gazillion startup founders, but I am a startup founder,
and this is what makes me unique.
This is how I see the world.
This is where I live.
This is how many siblings I have.
This is where I went to school.
This is what I studied.
This is what my hobbies are.
And all of those little data points actually now in the age of infinite text-based commodity content,
and all of those little data points are differentiators.
And more importantly, every time you write about one of those personality details,
that personality detail should make its way into your digital brain,
your personal language model.
Just like with me, when I was 17 years old,
I was one of the highest ranked World of Warcraft players in North America.
There's a reason why I repeated that 500 times.
And so then association is really just I associate these life details, life events,
ways of seeing the world with you.
Like, I'm sure you're familiar with Gary V.
repeated this, has been repeating this for 15 years,
which is, I want to buy the New York Jets.
Over and over and over and over and over again.
Like, what is that?
That's a personality detail.
And you associate that detail with him.
And I think he lives in New Jersey.
So it's kind of funny, right?
I know he works.
Maybe he has a place in Manhattan, but, you know,
I think he grew up and still lives in New Jersey.
So it is interesting that you can have someone who lives in another place.
And his dream is to buy the New York Jets.
And tens of millions of people associate Gary V.
Who's not necessarily a sports person.
I know he has a sports business now, but made his wealth in wine and agencies,
social agencies, all of a sudden people connect him with the New York.
Jets. I think what's, what's something really interesting you said is is basically like, hey,
you're going to have your competition, basically, is going to just plop ideas to create
commoditized content. And there's just going to be more and more of that. Whereas if you could
do a audit of interesting tidbits about you, your brand, how you think about things, point of views,
as you call it, throw it in a markdown file or use a second brain software like obsidian or something.
And it's going to just stand out by virtue of everyone else is using the same tool and the same
methodology to crank out content. So it's like, it's just, it's sort of like fish,
fish where the fish are. And the fish, you're going to be able to fish with dynamite if you actually
have these stories and stuff like that.
Yeah. To
sharpen the precision
of the language, it's that
everyone is using the same LLMs,
meaning they are all
creating from the same data set.
Your personality content,
your library of content
is the unmade data set.
You can't expect AI
to write a paragraph
inside of an essay
or a newsletter or something.
thing that you're writing about what you learned as a kid going through an experience that
you've never articulated.
AI doesn't know that.
That is an unmade data set.
And so the way I think about personality content and that aspect of a personal language
model is that you want to spend your time building the unmade data set.
And the way that you do that is by writing about how you became you.
Like what are your formative experiences?
What lessons did you learn?
What mistakes did you make?
All of these things seem very.
very mundane to ourselves, but that's because we lived it. We experienced it. We take it for granted.
But you articulating a visceral mistake, especially in a story, instantly differentiates that
piece of writing from everybody else writing about the same fundamental commodity idea, right? And so
that's where you want your time to be spent, is you want to be building these net new additive
data points, the unmade data set about how you became you. What do you say to people?
who are thinking to themselves, well, I just, I lead an uninteresting life and I don't have anything
interesting, you know, or specific or unique about me. Yeah, I mean, A, that's incorrect. And B, like,
I don't know any other way to say it. It's just wrong. And, and B, it's like, you have to, you have to
get outside of yourself and realize that even the most mundane experiences are things that other people
resonate with and see themselves in. Like a really simple example is I moved across the country
twice in the past four years. That's not like the most unique and different and captivating
data point ever, but it is an experience. And I bet if I was at a dinner party and I said,
yeah, I moved coast to coast twice in the past four years. I might be talking with someone else
and they're like, oh my gosh, I did the same thing six years ago. Wasn't it crazy? And then we're telling
each other stories and all of a sudden we're like friends at a dinner party. We fail to realize that
we do all of these things in conversation every single day of our lives. And the build on idea,
and I've been thinking about this for a decade because I was trying to explain this to
ghostwriting clients back in 2016, 2017, which is in real life, we walk around as a walking,
talking personal language model already. And what happens is we go have a coffee meeting.
Like think about the first time we met up for coffee in Miami. And you go have a coffee meeting
or meet up with someone. And what do you do? You start sharing things from your personal language
model. You're like, here's where I'm from. Here's how many siblings I have. I moved to the city
two years ago. Here's what I'm into. Oh, you're into the same thing. We're just doing. We're just doing.
the unscailable version of that. Writing on the internet is the idea that instead of repeating
the same life facts and stories and perspectives over and over again manually at one meeting and
then another dinner party and then another grouping with friends and then a picnic one afternoon,
instead of doing that manually, what you can do is you can write about it once and then publish
it on the internet and have that same coffee meeting sharing that same perspective or insight
or life factor story with borderline infinite people.
And then with AI, that piece now gets added into your library.
And now you can go, I don't want to tell that story anymore.
I've already told that story 10 times.
I've written about it 10 times.
We've got 10 different variations.
I just want you to repeat it for me.
And that is the fundamental leverage of writing with AI for the next decade, foreseeable future.
So that works with personal brand.
If you're trying to build a personal brand, you want to get out there, you want to be Gary V. That works. How does this work with branded content?
First of all, I think that for a long time, I remember my first job out of college was working at an ad agency. And I was repeating this as a 23-year-old. I was like trying to tell my boss and my boss's boss, like, nobody wants to hear from the branded Twitter page. They want to hear from the CEO. They want to hear from the CEO. They want to hear from.
from a human being.
And that only proves more and more true.
So I think that regardless, the human being personal branding decision is continuing to accelerate and branded content just always underperforms.
But also, there's no reason why your branded content can't repeat all of your chosen commodity ideas.
Like, if we create, so let's say TypeShare, our SaaS platform has an X account and a LinkedIn page.
There's absolutely no reason why those social pages can't just repeat all of my commodity ideas.
Now, it wouldn't make sense for TypeShare to be like, when I was 17 years old, I was one of the highest ranked World of Warcraft players in North America.
Like, that doesn't make sense because that's a personality data point.
But there's no reason why TypeShare can't tweet, here are the five benefits of writing online.
It's a commodity, and it's the same thing I would have said.
So I actually think that you get double leverage when you have the human being, the founder, or,
an executive team or whoever, building their own personal language model,
that then the branded content is like, great,
we're just going to ignore the personality details
and we're just going to repeat the commodity ideas,
which is what brands do anyways.
You're just choosing which perspectives do we agree with.
Yeah, and I think you can still, you know, there's so many brands.
There are a lot of brands like Taco Bell comes top of mind,
which is like it feels like it's personality driven.
So, like, just because it's commoditized,
commoditized content doesn't mean it can't be human-centric.
Like, you can have, like, I think the future of branded content is, like, you know,
basically not just one human behind it, but, like, five, you know, and you can even, like,
sign off, oh, it's Tiffany who did this, or Jeremy who did this, who wrote this, and different
stories around the brand.
So, for example, like, you know, if...
Taco Bell, let's just use that.
Instead of just Taco Bell writing commoditized content around or just content around,
oh, hey, like we dropped like a new crunchy burrito today and here's what it looks like.
It's more around, you know, Tiffany, who works at the, you know, Tulsa, Oklahoma store,
has been coming to Taco Bell for the last since she's been 13.
In fact, her parents met at a Taco Bell.
And then you tell that story.
Think about, okay, so that's a fantastic example.
Think about how with a little bit of creativity, if you take or Taco Bell takes that approach,
what's really happening is you're opening the door for personality content.
And personality content, that's what I was saying, where lots of high personality content often outperforms more credible commodity content.
and so I actually think in that example
Tiffany the Taco Tsar
would outperform
the other
the other Taco Company brand
that's just only doing the commodity
version
and this this is why I think this lens is so helpful
is because it
forces you to raise the question
like what are we actually creating here
what is the value
and if you're only creating commodity content
with no personality component
you have to fundamentally
really realize, it's like you are creating the lowest leverage lower lowest value form of content
in your topic. That's not to say it has zero value, but it has the lowest value. A little,
a little creativity means you can open the second tranche, which is, well, now we give ourselves
permission to create some personality content. And the ultimate goal, the ultimate goal is to
spend enough time crystallizing your thinking through writing on a specific topic where you ultimately
create original content.
And one of the things
that I've been writing about recently
is just because you wrote it
doesn't mean you own it.
I think that a lot of times
people think because my fingers
touched the keys,
my fingers typed that grouping of words.
That means that grouping of words is mine.
And that's not true.
If you write the sentence,
I woke up today and made coffee,
that is not attributable to you.
That is an open source grouping of words.
No one owns that.
And there's this faulty belief that people have where they think if they're the ones who wrote it, they're the ones who did the work.
That means they own it and that means they created something original.
That is not original thinking.
You didn't think a single new thought.
You didn't say anything that hasn't been said before.
And so original thinking is not something that's like, oh, I started writing on.
online and three days later, I had a game-changing insight. Original thinking comes as the result of
crystallizing the way that you see the world in a specific topic or a small number of topics
for a prolonged period of time. And one of the best examples of original thinking, like,
original does not mean I wrote a 100,000 word book on it. Great example of original thinking
was Pythagoras saying, the earth is round, not flat. That's six words. Like, fundamentally
six words that completely changed the course of humanity that we still associate with that person.
And you only arrive at those six words after years and years and years of crystallizing thinking
in a topic. And so if you kind of loop all the way back to the beginning here, that's why there's
an irony when people say, I want to write about everything. It's like you don't realize that
in doing that, you deprive yourself of ever being able to go deep enough where you
end up saying something original. All you're doing is you're just typing and repeating
commodity ideas all day long, thinking they're yours and thinking that you have ownership or
originality because you were the one who wrote the words when in reality those groupings of
words have existed forever. How do you see writing versus short form video?
In what sense? So we talked a lot about content in general on, you know, capturing ideas,
writing ideas. And when I hear that, I think of tweets, I think of blog posts, I think of email
newsletters, I think of copy on websites. But on the other hand, we have all the social feeds just
hungry for short form video. So my question to you is, how do you think about writing as it
relates to short form video? First of all, I don't, one of the most common questions,
people ask is which is better, which is better, writing or video, which is better, podcast or long-form
YouTube. The reality is that the answer is yes. It's all of them. They all work. Me and Dickie,
my business partner, create essentially zero short-form video. The only short-form video we
publish is we have a internal editor and we record a long-form and he clips out some random short form
and post them. Like, it is, like, very low, I'll even say low value short form. We're not, like,
intentionally investing in that. And we run a multi-seven figure business. It's all driven through
writing. So, like, yes, there's always a trend or some other form of content that is working
or maybe working a little bit better, but that doesn't mean that the other ones aren't working,
you know? The second idea is, um, video,
is no different than writing.
Everyone uses teleprompters now.
Like when you do shorts, do you ever script them?
I actually do I script them?
When I do shorts, it's like cutouts of long form content.
Or it's I do like animation explainers that are scripted.
So they are scripted?
Yeah, those are scripted.
either it's cuts or scripted.
Yeah.
So more and more short form video is scripted,
and a script is what?
A script is writing,
and it's the same fundamental idea.
To make this really tangible,
like walking through the value of the thing that you're creating.
So pretend I create a short form video,
and the first sentence is,
here's how to start a newsletter on substack.
That is commodity content.
that's not to say that it's not valuable, but that is fundamentally commodity content because
I am just explaining how to do something that a lot of other people can and probably have explained
how to do. If we change the first sentence and we say, I run a $400,000 a year annual recurring
revenue paid newsletter on substack, here's how to start a substack, now we've moved up a tranche.
That has a personality detail in it. It's a little like credibility too, but that's
really a personality detail. Like, I did this. I'm doing this. Right. If we add in the variable,
which is sort of the last variable we haven't talked about, which is timely versus timeless,
everything that you create sits on a spectrum. Timely content has very high short-term value
and very low long-term value. Timeless content has very low short-term value and very high
long-term value. And so, for example, I saw you tweet yesterday or two,
two days ago, like an AI image meme where you were like, I'm not waiting for the foldable phone.
I'm waiting for the desktop that's foldable, right? So that's a great example of hyper timely
content where you capitalize for 24 hours, but then the value of that content falls off a cliff.
You can't repost that a month from now or three months from now or a year from now, right?
So this raises a very interesting question of, all right, so everything that you create, like,
how much value are you actually extracting and over what time horizon? You created a meme. You capitalized for 24 hours. Great. But like, that's all the juice you're going to get out of it. You're not going to get any long-term value out of that. In contrast, I wrote this essay about AI. It took me two weeks to write, spent a lot of time on it. It got some short-term value. But I'm going to reference and use that essay for like the next 10 years. And so when you're creating something, you want to ask,
well, where on the spectrum am I sitting?
And are my expectations aligned with the thing that I'm creating?
You can't go build something or write something or create something that you know is intended to be very timeless content and expect it to get the same short-term distribution as a meme that capitalizes on an Apple announcement in 24 hours, right?
There are different expectations.
So if we tweak the first sentence of that short form video and we go,
substack just launched this new feature.
I run a $400,000 a year paid newsletter.
Here's how to start a substack in 2026.
That word, this just happened, or in 2026,
fundamentally changes the short, medium and long-term value of that content.
Because I can't repost that in 2030, right?
Maybe I could use pieces of it, or I got to re-record it,
or I got to rewrite half of it.
And so when you put all these variables together,
you start to realize, like, everything you create in some way
is adding something to your digital brain,
your knowledge of the world, your personal language model.
The question is, how much did it add?
How additive was it?
If you spend 20 minutes and you're just repeating the same commodity idea
that you've repeated 100 times,
maybe you added like one point of,
I said it slightly differently. Okay, cool. We have another like grouping of words approved language.
Whereas if you sit down and write a net new essay about a topic you've never written about before and you crystallize a whole point of view around it, the additive value of that to your digital brain is exponentially higher than the first one.
And so that's, that's my hope with AI is that the human is doing the writing, the human's doing the thinking, the human is doing the choosing of how do I see the world, what ideas do I agree with, do I disagree with?
what are my personality details, etc. But the robots are very effective at repeating and remixing
and doing all the things that social media managers and even ghost writers and VAs have done for a
very long time. You still got to give the robots direction around writing in a style that isn't
generic sounding AI. So now you have touched on the, I.
I think the final piece, and it is the hardest one for people to understand, which is voice.
So what is voice? What is style?
Voice is a bundled term.
When we say someone has a voice, someone's content has voice, we think that it's this intangible quality that can't be replicated.
The reality is voice is really a bundled term made up of a couple different data points.
It's like word choice dictates voice, right?
If I say something is really cool, that gives you one perspective of who I am.
If I say something is exquisite, that gives you a different perspective of who I am.
And if I say something is fucking dope, that gives you a different perspective of who I am.
So individual word choice, like literally a single word in a sentence can change your perspective of what the voice of that sentence or person is.
another one is sentence length and sentence structure.
If someone writes a paragraph with no periods and like seven different sentences broken up by semicolons,
you have a very different perspective of that person rather than someone who writes in short, terse sentences with very simple third grade reading level vocabulary.
And what's important about this is your takeaway should be that voice is something that you intentionally create.
It's not something that just naturally happens.
And when you become proficient enough at writing, what's funny, I ran into the same thing ghostwriting for clients.
I will never forget, I had a ghost writing client who I sent him a piece, and he sent it back and he was furious.
and he said, this doesn't sound like me.
And I looked at it and I went back and listened to the call and I was like, all right, he didn't really tell me what it was.
So I have to guess what he's thinking.
Like, why doesn't this sound like him?
And it occurred to me, oh, I was using the wrong voice.
I made this piece lean too much into opinion.
And this guy actually spoke referencing like a lot of studies and a lot of facts.
I didn't rewrite the piece.
All I did was go back in and add in like two or three sentences that just said,
according to the New York Times, or according to Harvard Business Review, I changed one percent of it.
And I sent it back to him, and he was like elated. And he was like, oh, my gosh, this is so much better.
It sounds just like me. And so the irony of writing with AI is oftentimes AI will give you an output.
And people will look at one single variable. They'll look at one individual word choice and go, the whole thing is shit.
And the reality is it's like, no, if you were proficient, you understood the qualities that made your voice,
your voice, which most people don't know, all you would have to do is just go, I want to trade that
one adjective for a different adjective, and all of a sudden the sentence sounds like me.
What do you think of people who don't like their voice, but who know which creators' voices they
like? So they might say, you know, I don't really like my voice, but I really like how Greg
Eisenberg writes his essays on X. I truly believe that, uh, no.
99% of the time when someone says that, they can neither articulate what makes their voice their voice, what it is they don't like, and they can't articulate what makes your voice your voice.
And usually when people say that, it's more of a mask of they're just afraid to write, period.
And so it's a lot easier to point to and make this like a voice issue.
The reality, I have ghost written for north of 300 different founders, executives, investors,
the vast majority of the time, I used the exact same voice in the writing. It was authoritative. It was concise. It maybe had like a couple little vocabulary choices in there specific to that person. But like 98% of the thing was just an authoritative thought leadership style voice. And almost every one of them said, this sounds like me. And so if you go, if you go, I'm not, I'm not joking. And so if you go back to like language,
is open source, most groupings of words are commodities.
The reality is that the voice component in writing is a minority component.
It's a very small piece.
It's not like this entire piece of writing is an original voice.
Very rarely is that the case.
It happens, but very rarely.
Instead, a piece is 80% commodity groupings of words with maybe some subjective swapping
of adjectives and things.
And I think this is one of those.
It's like you can't possibly discover the qualities that you want or like about your voice without writing.
How are you going to discover, oh, I actually prefer these types of adjectives over these types of adjectives.
You know, I prefer this rhythm in my writing opposed to this rhythm in my writing.
And so if you're not willing to do that, how in the world should you expect AI to have any inkling of any of those data points or choices?
that's the unmade data set.
Yeah, I mean, the truth is you know.
Like, deep down, you know.
Like, it's the same concept around, like, you know what kind of food you like.
You know if you're a pizza or pasta first in.
Yeah.
And so, like, of course, you know the types of words that you connect with, how you, how, how, you, you know your voice.
It's just, it might be a little deep down.
You have to, you have to be a little self-reflective on it.
But it's there.
And this is not, to be clear, this is not.
exclusive to the everyday person. I think oftentimes people think, you know, oh, I'm, I'm the
everyday person. I haven't achieved this massive outcome. I bet this is so much easier for people who
have achieved all these things. They make up all of these problems. The reality is I have,
I have ghost written for some of the most, like, you can't accomplish things any more accomplished
than what they've accomplished in the world of business. And even they, the core problem
was they get nervous staring at a blank page
and they're nervous to put themselves out there.
The majority of my value as a ghostwriter
was not actually the writing.
It was helping the client
and giving them permission
to put themselves out there.
And it was comical to me.
Ghost writing for so many people
where I would have a client be like,
I'm really afraid of putting my perspective out there
and their perspective is like
the key to marketing is knowing your customer.
I'm like,
there's nothing, there's nothing to be afraid of. You are literally repeating a commodity idea that
most of the planet agrees with. And so a lot of these are self-inflicted issues. And the whole key
is like getting out of your own way and hitting published so that you can discover what these
variables are. You know, what makes your personality, what makes your writing style,
what makes your voice? The other piece of that is generally speaking, people,
are under-publishing.
The volume of content that they're putting out is lower than they can actually do.
I was having this conversation with our agency, actually.
And, you know, LCA literally works with the biggest companies on the planets
building their new products.
So there's, as you can imagine, in the AI world, as you can imagine,
That team has just an incredible data set and an incredible knowledge base around what's working and what's not.
And there's so much content that they could be putting out.
And they put out some content here and there.
But I think one of the things we were talking about is like, how do we ship a minimum of five pieces of content today?
And what does that look like?
What systems do we need in place?
And we could use AI in that process.
What systems do we need in place for that to happen?
Because if we're not posting five pieces of content per day,
I don't believe we're giving it a fair shot.
I would agree.
And I would say that it's important for people to remember that that is,
in many ways, that is the baseline expectation now.
And that is just the infrastructure.
The question on top of that is, what is the input?
If you're posting five times a day, like where are you pulling the ideas from?
goes back to, well, you need a digital brain, need a personal language model.
Like, where is it all coming from?
And the same way, I know you're aware of the trend.
You know, you see OpenAI acquired that podcast, TBPN, and there's a huge move to these, like, large companies realizing they need a media component.
I think that it might be idealistic, but I think that some of the best marketing money that any Fortune 500 company could,
spend would be plucking, really thoughtful journalists and nonfiction writers in relevant
or tangentially relevant fields and being like, you have one job.
We're going to pay you a fat salary and your only job is to think deeply about our industry
and write long form content about it.
That's it.
Because what's really happening is it's not that like that individual piece of writing
is the silver bullet and that's going to drive all the sales and they make it all super promotional.
What's really happening is you have a very smart person who's paid to think deeply about a topic,
hopefully over time creating net new original thinking and ideas that get associated with the company.
And that library of content feeds the infrastructure.
It feeds your whole supply chain.
It's like, just to make a visceral, Greg, it's like imagine you were like, cool, I'll pay you a million bucks a year.
I want you to do nothing, but think deeply about the future of AI and technology and the implications
it's going to have on product building. And I just want you to build a world-class long-form content
library that all of our different departments can pull from. The robots do the repeating.
We can pluck short form. We could turn it into automated videos, like all the infrastructure.
I just want you to create the highest quality input. Now imagine if Salesforce did that with like
a Pulitzer Prize winning journalist or Slack did it.
that. I think that the leverage you get out of that is so, it's so hard for people to wrap their heads
around and they're so focused on the minutia of like, we got, I post five times a day and what time
of day and how do we go viral and can we pay for retweets and like all, none of it matters.
None of it matters. Well, matters is you have the infrastructure and you have a very valuable
content library that you pull from and leverage for a long period of time. Yeah, I mean,
that's why people are starting to say the company brain is the moat.
Yes.
Right?
Because if you're, if you're, like if I hired you, Cole and you're adding to this company brand,
and it's getting more and more valuable and I can use robots to go and slice and dice it a million ways.
Like I know it sounds crazy to pay someone a million dollars, but it's not that crazy if the value from that million dollars is thousands of pieces of content.
It's improving workflows.
It's helping with the product.
It's pretty insane, right?
And that's why you're starting to see actually, you know,
companies, you know, spend millions of dollars, tens of millions of dollars.
And I think it will be hundreds of millions of dollars on data licensing or buying data.
I saw Micro One buying data, Spirit Airlines data for, I think, millions of dollars.
And, you know, why?
Because they're going to use that data.
They're going to mine that data, you know.
And I think that's where everything is going.
That's exactly it. It's just people understand this idea more in technology. They go, oh, we acquired a company that just filed for bankruptcy and we bought all their data. And everyone's like, yep, I instantly understand the value. The reality is language and writing and libraries of content are data. And you are buying, you are buying groupings of words. You are buying ideas. You are buying crystallized thinking that you can leverage the same way you leverage data.
Yeah, it's funny because I bet the Spirit Airlines people are probably like, ha ha ha, ha, ha, I can't believe they bought our data for millions of dollars, idiots. And the Micro One people are like, ha ha ha, ha, I can't believe they sold us the data for so cheap.
Yeah. Well, it's always a question of, it's actually not really the value of those assets in and of themselves. The question is, how do you leverage it? You know? Like, if you're,
If you're a company and you buy some writer's entire catalog and library of content,
and then you don't have the operational infrastructure to scale it and squeeze all the juice out of it,
then that was a horrible decision because you're not able to do what you should do with it.
But if you have a really smart person as your input for your entire content marketing machine,
like literally one person doing that for Slack or Salesforce or Airbnb or whoever could put that.
one smart person could build the entire digital brain library of content that their entire
marketing machine uses and re-swizzles and remixes and posts and chops and cuts and pace.
To me, that's the future.
I mean, we're out of time, but that's like a whole other startup idea that someone needs to do,
which is just do company brains as a service.
Come on.
Yep.
Yep.
It's a home run.
If I was excited at all about B2B, I would go do it, but I'm not.
Cole, you've been so generous with your ideas, the whole playbook, you open-sourced it.
I really appreciate it.
Where could people get to know you better, find you, and get more of your ideas?
Always, always pumped to chat, my man.
You can find me on X.
I still want to call it Twitter.
You know, I'm an old head.
You can find me on X.
And if anyone wants to build their digital brain and libraries.
of content. You should come join us for the next Ship 30 for 30 cohort. We're going to do that in
October. It should be a lot of fun. Cool. Yeah, I'll include links for all that in the show notes in the
description. Cole, you've been on the pod probably, what, three, four times? Is it three, three or four?
Yeah. I'd love having you on. I hope this episode is well, well loved. It's one of those things
where this is like, you're talking about timeliness, timely versus timeless. And like, this is a timeless episode.
People who ingest these ideas, 2026 now, like 2029, 2032,
like these are ideas that are always going to be so, so valuable.
And it's sort of, in some ways, like an eat your vegetables episode.
Yeah.
You know, versus like drinking a smoothie.
There's just so much nutrients in this.
And I do believe that people who actually, you know, if you've made it here,
and people actually who've made it here
they are going to understand
how to have strong points of view,
how to use AI to create some of this content,
how to think about how it all plays together,
and they're lucky.
Well, thanks, man.
Yeah, that's my goal.
As timeless as possible.
I'll catch you later, Cole.
Thanks, everyone.
