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I drop startup ideas daily. Host @startupideaspod. CEO: @latecheckoutplz we build companies like @ideabrowser, @meetLCA, @boringmarketer etc

990 following741k followers

The Connector

GREG ISENBERG is a serial entrepreneur who builds and acquires internet companies with a strong emphasis on community. He is the CEO of Late Checkout, developing companies that include Boring Marketer, Design Scientist, and YouNeedARobot, among others.

Impressions
8.5M-2.3M
$1605.04
Likes
68.7k-4.4k
43%
Retweets
5.4k-3
3%
Replies
6.9k-1.2k
4%
Bookmarks
80.5k5.6k
50%

GREG ISENBERG’s Twitter is like a golden ticket to an ever-expanding chocolate factory of internet companies, if only he’d stop hosting the tour to actually enjoy a candy bar himself.

GREG’s biggest win is likely the successful creation and nurturing of multiple internet companies with strong community engagement, as well as the recognition he has received for his entrepreneurial endeavors.

GREG’s life purpose revolves around fostering innovation and connection in the digital realm, creating spaces where communities can thrive and entrepreneurs can learn and grow.

GREG believes in the power of community and the value of hands-on experience. He is convinced that the best way to learn and grow is through real-world examples and mentorship, as evidenced by his sharing of insights from billionaires and his emphasis on practical advice.

GREG’s strength lies in his ability to connect with people and build communities. He is adept at identifying and sharing valuable content that resonates with his audience, as well as providing a platform for learning and exchange.

His weakness may be a tendency to spread himself too thin across numerous projects, which could dilute his impact or make it harder to maintain deep, sustained engagement in any one community.

To grow his audience further, GREG should continue to leverage his network to provide exclusive insights and access to successful entrepreneurs, while also focusing on more personalized engagement with his followers to deepen his connections.

Fun fact: GREG ISENBERG once shared a video of Pharrell Williams that he considers one of the best resources for entrepreneurs and creators, showcasing his appreciation for unique educational content.

Top tweets of GREG ISENBERG

This is one of the best videos to ever exist for entrepreneurs, creators... I think about it often. In 2016, Pharrell Williams visited a NYU music production class to critique student songs. At the beginning you could see student "Maggie Rogers" drenched with the absolute terror of sharing this with him. Pharrell is there just trying to keep his excitement in. The guy couldn’t wait to tell her this song is the bee’s knees. After he listened to a song called ā€œAlaskaā€, he explained why ā€œI have zero, zero, zero notes for that:ā€ 24 hours later, someone posted the clip to Reddit. It blew up and the rest is history. Grammy nominated, millions of followers etc. And Maggie responded to the Reddit thread (i'll share screenshot in the next tweet). This story I find so cool because it inspires other artists to share what they got. We all can all connect with the fear of showing our work. It ain't easy. And to have a unique POV like Maggie. Easy to copy, harder to have something unique. I’ve got a bunch of designs, creations that have never seen the light of day. This video inspires me to publish more. My point of sharing this video: Publish your art anonymously. Or publish your art proudly as yourself. Bonus points if it's one of a kind work. But publish your darn art. This is your new week's energy. This is your 2024 energy. Go get 'em. -- If you enjoyed this, go listen to some Maggie Rogers. And thank you to Pharrell for being so supportive to an up and comer. And go follow me for more stories like this @gregisenberg, so you get more of it in your feed I share stories about internet communities, free startup ideas and more. (link in bio for more info about me)

20M

I spent 48 hours in SF hanging out with billionaires, data labs and AI founders and execs running $1B to $100B companies. My observations: 1. Sooo MANY stories of data brokers making like $2M a WEEK selling company data to labs. I can't tell if it's the beginning or a bubble, and I kept wondering which niches are left. Digging into it actively. 2. At dinner, someone asked the table, "If a new model drops next month, does your company get better or worse?" HALF the table went quiet! I think that's the best question to ask about any AI startup right now. 3. The bar people talk about now is hitting $1B in revenue in 12 months (I guess that's the new unicorn?). What I didn't hear much about is retention. AI revenue can come in fast and leave fast, and I think we're going to see a lot of stories of AI companies with huge revenue and terrible retention. 4. It's pretty clear we're living through the reinvention of the computer. The model is the CPU, the harness is the operating system, and skills and plugins are the apps. Thinking about it that way makes it easier to see where the whitespace is. 5. We're maybe 12 months from an agent that can watch you work for a week and then do your job without any instructions. The screen recording plus agent memory plus local model combination makes this possible right now. 6. Agent harnesses feel like the new GPT wrappers, in a good way, especially vertical ones. The best teams I talked to treat the model as swappable. One founder walked me through routing different models to different jobs: one for taste and visuals, a cheaper one for the everyday stuff, another for text. They use prompts they can move across models over fine-tuning, and A/B test the output on what users actually do with it: do they edit it, export it, share it? A vertical harness is basically four things: the connectors for that industry's data, evals written by people who know the work, rules for what the agent can and can't touch, and a clean screen for a human to review. The model is maybe 20% of it. 7. There's a lot of reverse engineering going on/cloning going on more than I've ever seen. People are decompiling software and rebuilding it with agents, and someone showed a suite of like 10 apps that are worth $5B+ each all that he cloned open source. Me and everyone are still thinking through what it means when software gets this easy to copy. 8. My guess is the value moves to data. If the software can be rebuilt quickly, what's worth paying for in a legacy SaaS company is the years of customer data and workflows inside it. Some SaaS companies are secretly data companies. Gets me thinking about how do you truly value data for this saas companies? Like if we were buying these dying saas companies at 2x ARR before (as example), maybe there is a better metric. Idk, just thinking out loud here. 9. It feels like a good chunk of legacy software won't make it to the agentic era, especially anything built around people clicking through a lot of screens. 10. Every company I talked to wants to pipe its internal data into one place and expose it to agents through MCP. Then they look at the data and realize it's a mess: five versions of the same customer, old Slack channels, PDFs nobody can search. Cleaning that up feels like a big consulting opportunity! 11. A lot of founders are building the basic building blocks for agents: APIs, data layers and tools. Some of the companies I saw barely have a UI because the main user is an agent. I really believe the startups that build primitives to this agentic era will do extremely well. Building blocks is the best way to think about it. 12. Labs can get plenty of training data, but it's harder to get real examples of agents failing inside companies. Whoever has those logs has something valuable. 13. Someone running a big consumer company told me the next fight is over memory. The model that remembers the most about you wins, and the smartest model matters less than people think. 14. Physical AI came up a lot. Astra I think was the first model that got people into AI can actually do CAD, and I think a lot of people are thinking what does vibe manufacturing really look like. The line I keep thinking about came from a robotics founder: the hardest problems in AI are deployment problems now, not research problems. Their robots work on their own, call a human when they get stuck, and every one of those calls becomes training data. 15. Cybersecurity companies are having a moment and are actually cool companies to build now, especially the ones that clean up after a breach. Every agent with access to your systems is a new door into your company, and a lot of those doors were left open. 16. Some startups are worth more dead than alive now. A shutdown company with 5 years of Slack, email and code can get paid for licensing all of it. I wouldn't be surprised if founders start factoring that into when they shut down. 17. People are starting to talk about monetizing the agent web. It feels really early, but when the most popular user of the internet is an agent, what startups should you be building? 18. I think agent insurance is coming. Once an agent makes an expensive mistake, insurers will want audits before they cover anyone. 19. Several people said the hire they want most is someone with taste who can write evals. The models are getting good at generating ideas, so the hard part is judging which ones are good. 20. New trend I observed: startup raises VC, uses venture dollars to become a creator, startup fails, founder falls back on being a full-time creator and incubates other products bootstrapped. 21. Getting SIGNIFICANT distribution is HARD right now. Founders are sponsoring buses, buying billboards like crazy and throwing parties with famous DJs to get noticed. Kinda feels dotcom era in that sense. Attention is what's scarce! The growth guy going viral sharing his UGC strategy from Wispr Flow is a good example. It's the sauce everyone wants, and I truly believe there are probably only 50 people on the planet who know how to scale these types of businesses efficiently in this era. Always good to get that dose of SF. I felt sooo lucky to have such an incredible trip during such an incredible time in building businesses. Surreal in so many ways. Happy to be home and locked in. Until next time!

2M

Are we going to pretend $750/hour law firms are going to be business as usual in the AI age? I just used Grok Deep Research to draft a simple contract. Took 15 minutes. Would have cost $2,000 with a lawyer. When I sent it to my attorney to review, his response was "looks good" 2 days later. I had already sent the contract lol. It was signed by the client. Thanks Mr. Attorney. Lawyers and accountants keep insisting that AI is just a toy and real work requires human judgment. Meanwhile, their billable hours model is silently imploding. I've watched this pattern play out before. First comes denial. Then "it only works for simple stuff." Then "it can't handle nuance." Finally, massive restructuring. Law firms won't disappear, but the pyramid of junior associates doing document review and contract drafting is evaporating overnight. What nobody's talking about is how the next generation will learn when the entry-level jobs that have always been the training ground are precisely what AI does best. I wouldn't be surprised if the biggest shock to law firms comes when their own clients start bringing AI-drafted documents to meetings and just asking for quick reviews. The real change won't be dramatic - it'll be the slow realization that clients are paying for 1 hour of work instead of 10, while still getting the same outcome. It'll be death by a thousand cuts as more routine legal work gets handled by in-house teams with AI assistance. We're watching the complete reinvention of professional services happen in real-time, and pretending nothing will change.

2M

Most engaged tweets of GREG ISENBERG

Are we going to pretend $750/hour law firms are going to be business as usual in the AI age? I just used Grok Deep Research to draft a simple contract. Took 15 minutes. Would have cost $2,000 with a lawyer. When I sent it to my attorney to review, his response was "looks good" 2 days later. I had already sent the contract lol. It was signed by the client. Thanks Mr. Attorney. Lawyers and accountants keep insisting that AI is just a toy and real work requires human judgment. Meanwhile, their billable hours model is silently imploding. I've watched this pattern play out before. First comes denial. Then "it only works for simple stuff." Then "it can't handle nuance." Finally, massive restructuring. Law firms won't disappear, but the pyramid of junior associates doing document review and contract drafting is evaporating overnight. What nobody's talking about is how the next generation will learn when the entry-level jobs that have always been the training ground are precisely what AI does best. I wouldn't be surprised if the biggest shock to law firms comes when their own clients start bringing AI-drafted documents to meetings and just asking for quick reviews. The real change won't be dramatic - it'll be the slow realization that clients are paying for 1 hour of work instead of 10, while still getting the same outcome. It'll be death by a thousand cuts as more routine legal work gets handled by in-house teams with AI assistance. We're watching the complete reinvention of professional services happen in real-time, and pretending nothing will change.

2M

I spent 48 hours in SF hanging out with billionaires, data labs and AI founders and execs running $1B to $100B companies. My observations: 1. Sooo MANY stories of data brokers making like $2M a WEEK selling company data to labs. I can't tell if it's the beginning or a bubble, and I kept wondering which niches are left. Digging into it actively. 2. At dinner, someone asked the table, "If a new model drops next month, does your company get better or worse?" HALF the table went quiet! I think that's the best question to ask about any AI startup right now. 3. The bar people talk about now is hitting $1B in revenue in 12 months (I guess that's the new unicorn?). What I didn't hear much about is retention. AI revenue can come in fast and leave fast, and I think we're going to see a lot of stories of AI companies with huge revenue and terrible retention. 4. It's pretty clear we're living through the reinvention of the computer. The model is the CPU, the harness is the operating system, and skills and plugins are the apps. Thinking about it that way makes it easier to see where the whitespace is. 5. We're maybe 12 months from an agent that can watch you work for a week and then do your job without any instructions. The screen recording plus agent memory plus local model combination makes this possible right now. 6. Agent harnesses feel like the new GPT wrappers, in a good way, especially vertical ones. The best teams I talked to treat the model as swappable. One founder walked me through routing different models to different jobs: one for taste and visuals, a cheaper one for the everyday stuff, another for text. They use prompts they can move across models over fine-tuning, and A/B test the output on what users actually do with it: do they edit it, export it, share it? A vertical harness is basically four things: the connectors for that industry's data, evals written by people who know the work, rules for what the agent can and can't touch, and a clean screen for a human to review. The model is maybe 20% of it. 7. There's a lot of reverse engineering going on/cloning going on more than I've ever seen. People are decompiling software and rebuilding it with agents, and someone showed a suite of like 10 apps that are worth $5B+ each all that he cloned open source. Me and everyone are still thinking through what it means when software gets this easy to copy. 8. My guess is the value moves to data. If the software can be rebuilt quickly, what's worth paying for in a legacy SaaS company is the years of customer data and workflows inside it. Some SaaS companies are secretly data companies. Gets me thinking about how do you truly value data for this saas companies? Like if we were buying these dying saas companies at 2x ARR before (as example), maybe there is a better metric. Idk, just thinking out loud here. 9. It feels like a good chunk of legacy software won't make it to the agentic era, especially anything built around people clicking through a lot of screens. 10. Every company I talked to wants to pipe its internal data into one place and expose it to agents through MCP. Then they look at the data and realize it's a mess: five versions of the same customer, old Slack channels, PDFs nobody can search. Cleaning that up feels like a big consulting opportunity! 11. A lot of founders are building the basic building blocks for agents: APIs, data layers and tools. Some of the companies I saw barely have a UI because the main user is an agent. I really believe the startups that build primitives to this agentic era will do extremely well. Building blocks is the best way to think about it. 12. Labs can get plenty of training data, but it's harder to get real examples of agents failing inside companies. Whoever has those logs has something valuable. 13. Someone running a big consumer company told me the next fight is over memory. The model that remembers the most about you wins, and the smartest model matters less than people think. 14. Physical AI came up a lot. Astra I think was the first model that got people into AI can actually do CAD, and I think a lot of people are thinking what does vibe manufacturing really look like. The line I keep thinking about came from a robotics founder: the hardest problems in AI are deployment problems now, not research problems. Their robots work on their own, call a human when they get stuck, and every one of those calls becomes training data. 15. Cybersecurity companies are having a moment and are actually cool companies to build now, especially the ones that clean up after a breach. Every agent with access to your systems is a new door into your company, and a lot of those doors were left open. 16. Some startups are worth more dead than alive now. A shutdown company with 5 years of Slack, email and code can get paid for licensing all of it. I wouldn't be surprised if founders start factoring that into when they shut down. 17. People are starting to talk about monetizing the agent web. It feels really early, but when the most popular user of the internet is an agent, what startups should you be building? 18. I think agent insurance is coming. Once an agent makes an expensive mistake, insurers will want audits before they cover anyone. 19. Several people said the hire they want most is someone with taste who can write evals. The models are getting good at generating ideas, so the hard part is judging which ones are good. 20. New trend I observed: startup raises VC, uses venture dollars to become a creator, startup fails, founder falls back on being a full-time creator and incubates other products bootstrapped. 21. Getting SIGNIFICANT distribution is HARD right now. Founders are sponsoring buses, buying billboards like crazy and throwing parties with famous DJs to get noticed. Kinda feels dotcom era in that sense. Attention is what's scarce! The growth guy going viral sharing his UGC strategy from Wispr Flow is a good example. It's the sauce everyone wants, and I truly believe there are probably only 50 people on the planet who know how to scale these types of businesses efficiently in this era. Always good to get that dose of SF. I felt sooo lucky to have such an incredible trip during such an incredible time in building businesses. Surreal in so many ways. Happy to be home and locked in. Until next time!

2M

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