Just a fan of interesting mind-expanding stuff
@lennysan
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Economic Lives of Rome’s 90%: Tyler Cowen Episode
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Loved this @tylercowen episode on the economic lives of Rome's 90%
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Free Year of FactoryAI with Lenny’s Newsletter Subscription
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Get a free year of @FactoryAI with your Lenny's Newsletter subscription
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What Will Increasingly Differentiate People’s Work
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I think this is what will increasingly differentiate people's work
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LennysData Hackathon Winners Announced with 80+ Entries
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Announcing the winners of the http://
LennysData.com hackathon. A month ago, I put out a call for readers to build something cool with my podcast transcripts + newsletter content. The winner would get a free 1 year subscription to my newsletter. With over 80+ entries, many -

Hiring Ammunition vs Barrels: Capital Management Wisdom
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.@rabois: Most companies hire ammunition when they really need barrels.
— Lenny Rachitsky (@lennysan) 14 avril 2026
"Most companies raise money, and then they hire a lot of people. And then the CEO, almost without exception, gets frustrated because they've hired a lot of people, their burn rate has increased, and they… https://t.co/pWjqWzFrbR pic.twitter.com/wRrxI3dowv.
@rabois
: Most companies hire ammunition when they really need barrels. "Most companies raise money, and then they hire a lot of people. And then the CEO, almost without exception, gets frustrated because they've hired a lot of people, their burn rate has increased, and they -

Agent Term Overload: Automation vs. ML Investment Requirements
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The word "agent" is the most overloaded term in AI right now. Your backlog probably has 5-10 agent ideas. But one agent idea is a 6-week automation you can build with n8n. Another is a 6-month bet requiring a dedicated ML team. Putting them on the same spreadsheet and hoping
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Defending Product Managers in the AI Era Against Skeptics
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Me trying to trying to convince @rabois that he's wrong about PMs being unnecessary in the AI era https://t.co/pWjqWzFrbR pic.twitter.com/Eoq5apphlE
— Lenny Rachitsky (@lennysan) 13 avril 2026Me trying to trying to convince @rabois that he's wrong about PMs being unnecessary in the AI era
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Building the Right Team: The Foundation of Startup Success
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My biggest takeaways from @rabois
: 1. The team you build is the company you build. Founders get distracted by markets, customers, and technology. If you have the right people, those problems get easier. If you have the wrong people, none of those things save you. 2. Build your -
High Performance Organizations Sacrifice Psychological Safety for Results
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"High performance machines don't have psychological safety. They're about winning." Keith Rabois (
@rabois
) was COO of Square, part of the PayPal Mafia, an early investor in Stripe, Palantir, Airbnb, DoorDash, and Ramp, and a 2x founder. He's spent 25 years obsessing over how to