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Tasteful Skills
“Tasteful Skills” argues that the best agent skills are not documentation or best-practice lists.
Anthropic didn’t lose $200 billion in fundamentals — it nuked a gray market — the big private-market valuation drop came after Anthropic’s lawyers said unapproved share transfers, especially through SPVs, are “void” and won’t be recognized.
The real story is the secondary-share maze — employees sell stock, middlemen bundle it into SPVs, then more wrappers get added on top, leaving end buyers paying 10%+ fees for almost no visibility into whether the shares were ever valid.
Anthropic is explicitly banning a lot of the access products people were using — the company said it does not permit SPVs to acquire Anthropic stock and warned that indirect exposure via forward contracts, tokenized securities, or similar structures may be worthless.
Demand for Anthropic shares is still insane because the company’s growth is insane — Matthew Berman points to Dario Amodei’s claim that revenue grew 80x this year, which helps explain why secondary prices ran from roughly $300 billion to over $1 trillion in just months.
Anthropic publicly named firms it says are unauthorized — the warning called out Open Door Partners, Unicorns Exchange, Pachamama, Lionheart Ventures, Hive, Forge, Sidecar, and UpMarket, even though some operate legitimate secondary businesses in other contexts.
Berman’s broader point is about who gets rich from AI — while Anthropic reportedly let 600 employees sell $6.6 billion in stock, averaging about $11 million each, ordinary investors remain shut out of companies like Anthropic, OpenAI, and xAI as they stay private longer.
Berman opens with a dramatic feint: Anthropic “lost $200 billion” off its private valuation in hours — then immediately reveals the twist. It wasn’t the AI bubble popping; it was Anthropic’s lawyers warning that a bunch of secondary-share transactions people thought they were buying into may be invalid.
He frames Anthropic as maybe the fastest-growing private company ever, with a private valuation he says went from around $300 billion in February to above $1 trillion. The fuel for that frenzy was Dario Amodei saying revenue grew 80x this year, which Berman calls “absolutely unheard of,” and it’s why he personally regretted passing on a chance to buy secondary shares — until now.
Berman walks through the mechanics with a simple story: an early Anthropic employee wants liquidity to buy a house, sells shares, a buyer bundles multiple employees’ shares, and then wraps them in an SPV. That SPV gets sold into more SPVs, each layer taking fees — what might start around 2% can balloon toward 10% or more — while the final buyer has almost no idea what rights, approvals, or terms actually sit underneath.
This is the core legal point of the video. Anthropic says any stock sale or transfer not approved by its board is void, and Berman highlights the especially brutal line: Anthropic does not permit SPVs to acquire its stock, so transfers into those structures are void under its bylaws.
Berman reads through Anthropic’s red flags: unsolicited outreach, fake exclusivity, crypto or wire-payment requests, pressure tactics, and no documentation showing board approval. He lingers on that last one because the deals he saw offered “basically give zero visibility,” then notes Anthropic specifically flagged Open Door Partners, Unicorns Exchange, Pachamama, Lionheart Ventures, Hive, Forge, Sidecar, and UpMarket.
Things get messier when he points to investor Ash Arora posting — then deleting — that brokering one Anthropic secondary deal made her more than her entire net worth from her 20s. Berman says he even DM’d asking for shares, but the bigger point is the chaos: if you’re not a registered broker, publicly brokering deals like that can trigger serious legal trouble, which is why he says people were talking about FINRA and “you will go to jail if you do this.”
Berman ends on the fairness question. Anthropic reportedly let 600 employees sell $6.6 billion in shares, creating a wave of new millionaires, while retail investors are locked out of Anthropic, OpenAI, and xAI entirely — a setup he says reinforces the “rich get richer” dynamic around AI.
He ties the story back to real-world effects, arguing that private liquidity events are already spilling into local markets. His example: a San Francisco Sunset District home that sold for $900,000 over asking, nearly 90% above list, which he sees as one visible consequence of a small insider class capturing enormous AI gains while everyone else watches from the outside.
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