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**This video is sponsored by Lovable, check out their website and automate your spreadsheets just like i did: https://link.lovable.dev/SzPkKyh ** Everyone knows how you get rich in startups. You grind for a decade, you take the company public, and on that day you and your early employees finally get paid. Except that’s not really how it works anymore. Hundreds of regular employees at OpenAI and Anthropic are already millionaires, and neither company has gone public or been sold. All over the US, founders are taking millions off the table while their companies are still private, still growing, sometimes before anyone has proven much of anything. I’m a VC and I have mixed feelings about it, because it changes the incentive sitting at the core of everything I invest in. Some of what we cover: -What a secondary actually is, and why selling your own shares used to look like a bad sign -PitchBook values the private share market at over $120 billion, with direct trades roughly doubling in a year -Most of the selling is employees taking $1M to $5M off the table each -The gap between liquidity programs fell from around 899 days to 132, and nearly half now happen before Series C -The moral hazard case: you fund someone because they’re all-in, then hand them the thing that lets them stop -The opposite case: a scared founder takes the safe $50M sale instead of swinging for the billion -Where I think the line actually is between sensible and not -What Blackstone did to stop its newly rich partners from coasting SPVs, and what happens when one shell buys into another and everyone takes a cut -Anduril’s COO warning about brokers selling access to shares they don’t actually have -Anthropic declaring unapproved transfers void in May 2026, naming 8 platforms, with OpenAI following days later -The same quarter where Anthropic’s tender was oversubscribed and $600 million of OpenAI stock couldn’t find a buyer TIMESTAMPS: 00:00 Nobody Waits For The IPO Anymore 01:15 How Founder Wealth Normally Works 02:20 What A Secondary Actually Is 03:20 The Stigma Is Gone 04:00 899 Days To 132 05:00 Why Everyone Wanted This 05:45 What Happens When The Founder Already Got Rich 06:25 The Moral Hazard Case 07:15 The Case For The Other Side 08:10 Where The Line Is 08:50 What Blackstone Did 09:25 SPVs And The Layers Underneath 10:20 Shares That Don't Exist 11:00 Anthropic Slams The Door 11:45 Oversubscribed vs No Buyers 12:30 What I Make Of It -- Disclaimer: The information provided in this video is for general informational purposes only and is not intended to be financial advice. I am not a licensed financial advisor. Any actions you take based on the information presented are at your own risk. Please consult with a qualified financial professional before making any investment decisions.
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