The Ledger

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Disclosure
Isenberg turned down a $100M offer to build a Web3 incubator
“So, for example, in 2021, in the hip to crypto mania, we had an offer, I don't think I've publicly said this, but we had an offer for, we had a hundred, someone willing to give us one hundred million dollars To go build a studio incubator around web three star…”
Greg Isenberg Aug 3, 2023 ▶ 31:04 Status Games, Fame, and the Truth about FIRE
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Campbell: High job performance is a prerequisite for workplace friendship
“It's really hard for me to be friends with people that I work with. If they're not good at their job, like if they don't excel at their job, like I can't shoot the shit on the phone with them. Like, Hey, how was your week? I'm like, no, let's not talk about yo…”
Harry Campbell May 25, 2023 ▶ 42:18 How The Rideshare Guy Turned Uber, Lyft Drivers into a Media Empire
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Autopilot has all major meme accounts on its cap table
“We have all the major meme accounts on our cap table.”
Chris Josephs Feb 2, 2023 ▶ 41:34 Unveiling Chris Josephs' Million-Dollar Meme Strategy
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Ellis: 70% to 90% of BossBabe webinar attendees buy annual subscriptions
“And on those trainings, I can see between it varies. 70 and 90% of people joining annually.”
Natalie Ellis Sep 22, 2022 ▶ 42:04 The Laws of Community Building with Natalie Ellis
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Calacanis: All-In hosts agreed to an equal 25% equity split
“And then we just decided, fuck it. We'll just make it a podcast every week. No more events. None of this bullshit. And we'll just own a 25% each.”
Jason Calacanis Jul 28, 2022 ▶ 58:20 How To Pick Startup Winners With Jason Calacanis
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Jin: Multi-year token lockups are virtually universal for crypto VC funds
“So usually I would say in the deals that I've been a part of lockups are very, very common, if not just Universally present. And furthermore, those lockups are really long like multi-year lockups. And for venture firms, I mean, venture firms are structured as …”
Li Jin Jul 21, 2022 ▶ 59:56 Betting Big on Web3 with Li Jin
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Katayev: Pays children 12% annual interest on savings instead of allowance
“So, so what I did, what I've done is I created this like Google sheet and every time they have money, they want to put it, instead of putting your piggy bank, they put it in our kid's loan account. And it collects interest. So essentially, instead of giving th…”
Val Katayev May 26, 2022 ▶ 42:40 $30M by Age 19 — And Where You Should Build Today
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Bloom: I never plan to sell assets, only borrow against them
“I'm investing anything I buy right now. I'm never planning to sell. Like I'm going to borrow against it in the future. I hope but I'm never going to sell it.”
Sahil Bloom Apr 14, 2022 ▶ 3:05 How to Leverage Nostalgia and Win at Marketing with Danny Trinh
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Bloom: I will keep buying Shopify even if it falls to $350
“I'm perfectly comfortable just like, you know, buying more and more Shopify as it goes from 6:40 where it is right now to like, it could be at three 50 and I'd still be buying on the way down. Right. Cause I believe it's going to be worth a whole lot more in t…”
Sahil Bloom Apr 14, 2022 ▶ 3:12 How to Leverage Nostalgia and Win at Marketing with Danny Trinh
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Bloom: My strategy is to never sell and borrow against holdings
“Like I, my active strategy in markets is I literally buy with never intending to sell. And I intend to, Take loans against holdings and never sell so that I can not have to pay taxes in the future pro tip.”
Sahil Bloom Feb 15, 2022 ▶ 28:06 Will Meta Bounce Back? (with Nikita Bier) | Where It Happens | Bonus Episode
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Markus Sold All His Crypto in 2015 After Getting Laid Off
“So I sold all my cryptocurrency in 2015. Like when there's this big bear market included. Yeah, Bitcoin. I had a bunch of Bitcoin, a bunch of light coin, and I was just like, whatever like this is a bear market was like three years. At that point. So, you know…”
Billy Markus Jan 19, 2022 ▶ 32:30 Memes Rule The World with Dogecoin Creator Billy Markus | Where It Happens
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Kat Cole hid in Hooters bathroom stalls to eavesdrop on candid feedback
“When I worked for Hooters and I was running the training department, so I was a, I don't know, a twenty-four-year-old director of training. For the corporate office, and when I would lead these workshops for managers and for franchisees, whenever we would go o…”
Kat Cole Jan 14, 2022 ▶ 33:06 The Power of Becoming a Feedback Magnet with Kat Cole | Where It Happens
Disclosure
Bloom Pitched a Web3 DAO Plan to Buy the X Games
“So I pitched an idea, basically, to web three-ify the X Games, to go and acquire it, form a DAO to go and buy the X Games and then completely reimagine it, both in a web two sense with more traditional media, cultural moments creating the, like, drive to survi…”
Sahil Bloom Dec 14, 2021 ▶ 1:35 State of the Union: DAOing the X Games | Where It Happens
Disclosure
Bloom plans to form DAO to buy the X Games
“I want to create a DAO. You read my mind. I want to create a DAO to buy the X Games. You buy all the IP of the X Games and basically completely reimagine the X Games for a Web three and crypto enabled world.”
Sahil Bloom Dec 10, 2021 ▶ 27:25 Buying the X Games with Olympic Icon Apolo Ohno | Where It Happens
Disclosure
Isenberg assesses if an AI agent can do the job before hiring
“This is just how I, by the way, side note, this is how I'm thinking before I hire anyone. I'm like, should I just do, get an agent to the, To do this. Sometimes yes, sometimes no, but that's been the default of how I've been thinking as I'm building my company…”
Greg Isenberg Sep 10, 2026 ▶ 7:56 GPT-6 Astra: How I’d Make Money With It
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Miller manages 34 AI agents overseen by an AI Chief of Staff
“So I have my AI chief of staff is Simon. Simon runs like this whole org. And so I have 34 AI agents that work in this workforce.”
Ali K. Miller Aug 12, 2026 ▶ 5:04 My top secrets to running an AI Agent Workforce
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Schneider: HeyGen Delivers Great Ad Results Despite Not Being the Best Model
“And then on the video side, what we're still using and still seeing great results with, which is crazy to me because it's not even the best is Hey, Jen.”
Cody Schneider Jul 27, 2026 ▶ 16:45 Marketing Agents Are Too Good Now
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Carson does over half of his startup work on his phone
“You know, I do almost 50%, probably more of my work from my phone.”
Ryan Carson Jul 24, 2026 ▶ 3:25 Most Valuable Skill of 2026: Managing AI Agents
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Greg Isenberg's agency rebranded client AI audits as sprints to reduce friction
“What we noticed was the word audit was a tough pill for people to swallow. And we just rebranded audit as a sprint.”
Greg Isenberg Jul 20, 2026 ▶ 31:03 FDE: The $1M/Year AI Job Explained
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Gannon: Follow-up upsell offer earns $1,000 an hour
“And then towards the end of the episode, I'm going to share kind of the followup offer to this that I'm using to make a thousand dollars an hour as like an upsell to this offer here.”
Corey Gannon Jul 15, 2026 ▶ 1:56 The $1,000/hour Solo AI business (Full Course)
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To builds all his software and tools solo using vibe coding
“Everything I do today, including this tool that I'm showing you, which is my own notion with slides, Is vibe coded, and I made it by myself.”
Meng To May 6, 2026 ▶ 4:10 My AI Design Workflow That Doesn't Ship Slop
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To spent nearly $500,000 on AI tokens for his startup
“And I just realized, you know what, like, I spent almost half a million dollars in token for my startup right now.”
Meng To May 6, 2026 ▶ 24:59 My AI Design Workflow That Doesn't Ship Slop
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Wilkinson: Family office invested $16M across 132 venture bets, now worth $36M
“I can see that I've made 132 direct investments. I invested sixteen million. It's now worth thirty six million.”
Andrew Wilkinson May 4, 2026 ▶ 21:59 AI Agents run my business and life (Andrew Wilkinson)
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Wilkinson: Tiny Intervenes in Software Portfolio Businesses Over AI Risk
“The challenge in tiny is that we Are generally pretty hands off and where we're really leaning in is in a lot of the software businesses, because those are the ones that are at the most risk.”
Andrew Wilkinson May 4, 2026 ▶ 24:05 AI Agents run my business and life (Andrew Wilkinson)
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Wilkinson indexed his email archive in GBrain to profile contacts
“Basically what I did is I ingested all of my email and I said, Hey, I want you to go through my email a thousand at a time and I want you to draw connections and I want you to build pages for everybody that I know. So basically I have a page on Every, every pe…”
Andrew Wilkinson May 4, 2026 ▶ 36:16 AI Agents run my business and life (Andrew Wilkinson)
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Wilkinson Records Daily Audio to Contextualize AI Agents via GBrain
“And so I record my entire day and then G brain ingests it and it just knows context. And then my open claw agents have full context.”
Andrew Wilkinson May 4, 2026 ▶ 38:33 AI Agents run my business and life (Andrew Wilkinson)
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Wilkinson: AI Health Agent Detects Nerve Pain Flares via Wrist Temperature
“And then I have this weird viral nerve pain that I get. And it looked through my data over the last five years and said, oh, I've correlated it. And I see that every time you get that flare, Your risk temperature changes for three days before. And so it tells …”
Andrew Wilkinson May 4, 2026 ▶ 44:11 AI Agents run my business and life (Andrew Wilkinson)
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Wilkinson: AI Health Agent Simulates Multi-Doctor Team for Medical Inquiries
“If I ask it a question, it's prompted to use max intelligence. So let's say I said Hey, should I take this medication? It will spin up a rheumatologist, a you know internist, like every type of doctor as a clod expert with extra high thinking, and it will do a…”
Andrew Wilkinson May 4, 2026 ▶ 44:35 AI Agents run my business and life (Andrew Wilkinson)
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Liu: Airtable generates $500M revenue and holds over $1B in cash
“Within air table, which is a half billion revenue business. We're going to generate a hundred million of free cash flow. You know, this year, like we have over a billion dollars on our balance sheet.”
Howie Liu Apr 29, 2026 ▶ 1:02:20 Making $$ with AI Agents
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Henry: Running AI Agent Takes 1-2 Hours Nightly Alongside Full-Time Job
“So at the moment I'm creating hundreds of dollars, If I just implement my learnings a little bit more, improve my apps a little bit more, it can turn into thousands, and I'm not even trying. So it allows me to work a full-time job, and then it takes me an hour…”
Oliver Henry Mar 9, 2026 ▶ 41:57 I gave OpenClaw one job: go viral (it worked?)
Disclosure
Schneider delegates manual keyboard execution to AI agents like Claude Code
“Basically everything that used to be the middle work that we would do, like all of anything that I would do to touch the keyboard, I'm now passing it on to some type of agent harness whether it's Claude code or it's codex or any of these tools. And so my job s…”
Cody Schneider Mar 2, 2026 ▶ 3:00 Claude Code & MCPs built my $145K marketing machine
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Schneider: API robustness determines how he buys all software now
“This is actually how I'm thinking about everything I do now and like how I buy software in particular is how robust the API is.”
Cody Schneider Mar 2, 2026 ▶ 6:27 Claude Code & MCPs built my $145K marketing machine
Disclosure
Schneider built an AI agent pipeline to automate podcast guest bookings
“Basically scraped all of the podcasts that were within the marketing category and then built a workflow that goes in cold emails them. And then an agent that responds back to book me on that podcast. This ends up turning into way better performing than I expec…”
Cody Schneider Mar 2, 2026 ▶ 13:08 Claude Code & MCPs built my $145K marketing machine
Disclosure
Schneider manages 15 simultaneous AI agent windows after six weeks of practice
“Like, and again, this is just how I've been working for the last like six weeks. And it was like, maybe I could have like Two or three of them in the beginning, and now it's like, I'm comfortable with, like, we could have 15 windows open.”
Cody Schneider Mar 2, 2026 ▶ 28:40 Claude Code & MCPs built my $145K marketing machine
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Schneider runs an autonomous AI agent for LinkedIn prospecting and cold outreach
“So like I have one that's just like crawling LinkedIn, like as we speak and it's like looking for like ICP and then it enriches them. It writes a personalized email and a cold emails.”
Cody Schneider Mar 2, 2026 ▶ 45:25 Claude Code & MCPs built my $145K marketing machine
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Schneider ran an autonomous AI agent operating an Etsy shop until banned
“I also had an agent that was running an Etsy shop for a little bit. That was crazy. It just got banned two days ago, which was hilarious.”
Cody Schneider Mar 2, 2026 ▶ 53:40 Claude Code & MCPs built my $145K marketing machine
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Vin: Strict rule bars AI agents from writing in his Obsidian files
“I don't want an agent to write into the files. Like I could easily get it to do that. Like I could just say, like even here, I've asked it to write a description of some commands that I can talk about today, but I don't want it to make a file to do this becaus…”
Vin (Internet Vin) Feb 23, 2026 ▶ 33:24 How I Use Obsidian + Claude Code to Run My Life
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Chu: Avoid product-based niches when building directories due to heavy competition
“This is the reason why when I build directories, I don't choose product-based niches because it's way harder. You're just competing with so much other content and like socials and all this other stuff.”
Frey Chu Feb 16, 2026 ▶ 51:07 Claude Code built me a $273/Day online directory
Disclosure
Van Horn built a Claude Code skill without ever reading the code
“I had this idea for last 30 days, and I've never looked at the code for the skill that I wrote, quote unquote,”
Matt Van Horn Feb 4, 2026 ▶ 23:59 The Claude Code Skill My Smartest Friends Use
Disclosure
True Ventures Invested Nearly $10M Into AI Ring Startup Sandbar
“We invest in a company called Sandbar that's doing this AI ring. I don't know if you've seen the prototypes for it. But it's really cool. And you know, they, I can't remember what, how much you put in, it was close to ten million or something like that, but it…”
Kevin Rose Feb 2, 2026 ▶ 55:19 Screensharing Kevin Rose's AI Workflow/New App
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Thompson: Divorce book began as one-hour ChatGPT test with early sales
“It started super simple as like a really messy chat GPT generated book onto a perspective landing page that I made in an hour while watching the Laker game, got a couple of sales early.”
Samuel Thompson Jan 16, 2026 ▶ 3:55 I Spent $289 So AI Could Build My Business
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Thompson: Operating hummingbird business requires only 90 minutes per week
“Me running hummingbirds at this point, other than the fact that I was manufacturing it myself, like, it really takes me about 90 minutes a week to, like, make some new ads, look at the ads that are working, make a couple adjustments, and then, like, the ads do…”
Samuel Thompson Jan 16, 2026 ▶ 40:14 I Spent $289 So AI Could Build My Business
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Kerner has hoarded 1,000 ungraded first-edition 1999 Fossil Pokémon cards
“I have been buying two different cards. From 1999, fossil edition first first edition only, non-holographic, ungraded, any condition, near mint, heavily played, doesn't matter, and I have about a thousand of them so far, ok?”
Chris Koerner Jan 12, 2026 ▶ 39:21 Side Hustle King: 6 $60K/Mo Businesses Nobody's Doing
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Bloom: Cutting off unearned relationships was decade's most impactful behavioral change
“I would say if there's been one single change that has been most impactful for me over the last decade, it has been closing off my energy to people who had not earned the right to it.”
Sahil Bloom Dec 15, 2025 ▶ 16:46 Sahil Bloom Gives You a Plan for 2026
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Isenberg: Agency passed on equity in startup that later hit $3B
“One sort of miss that I had this year was I met an entrepreneur that, that I believed in. I really, really believed in. I thought he was exceptional, and I knew he was going places but he brought to me a business that I didn't believe in. So he said, hey, I'm …”
Greg Isenberg Dec 15, 2025 ▶ 44:57 Sahil Bloom Gives You a Plan for 2026
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Bloom: Across 100 startup investments, winning bets backed founders over ideas
“I've probably invested in a hundred companies, but I have no, like, good frameworks. I'm not proclaiming myself to be good, but I have had a few lucky shots and the lucky shots are almost entirely because all I focused on was the founder, not the idea.”
Sahil Bloom Dec 15, 2025 ▶ 46:53 Sahil Bloom Gives You a Plan for 2026
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James: Built production-ready SaaS from scratch using Claude 4.5 Sonnet
“Like with Claude 4.5 sonnet, like I've taken you know idea for a SAS from zero to production ready.”
James (The Boring Marketer) Nov 26, 2025 ▶ 15:49 Reviewing Claude Opus 4.5
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Rauch: Vercel is soon launching a v0 mobile app
“We're soon going to launch the VZero mobile app. You're going to be able to create apps like this on the go. And we're actually putting a lot of work into the model, the context, et cetera, to make them really good on mobile devices out of the box.”
Guillermo Rauch Oct 29, 2025 ▶ 24:58 Vercel's CEO Shares 5 AI Startup Ideas So Good You’ll Quit Your Job
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