The path to a trillion-dollar exit has changed. Massive private companies like SpaceX and Anthropic, fueling an AI-driven IPO boom, are increasingly paying employees and investors through a parallel financial system. According to Brad Gerstner on the All-In podcast, secondary market trading volume is now double its 2021 peak, representing 31% of all venture activity.
This secondary market explosion has replaced the IPO as the primary liquidity event. It means employees can buy houses and venture funds can return capital without waiting for a ticker symbol. On Hard Fork, Casey Newton argued the impending IPOs will mint thousands of new millionaires in San Francisco, concentrating wealth so intensely that some home sellers are now reportedly asking for AI stock instead of cash.
But staying private this long carries a hidden cost: bad information. Gavin Baker and Chamath Palihapitiya argued on All-In that private investors, eager to maintain access to hot rounds, act like sycophants. In a public market, selling provides a "truth" signal. Baker cited Mark Zuckerberg’s delayed pivot to mobile - which Zuckerberg later said public pressure would have forced sooner. Private CEOs can become "special flowers" to boards afraid to deliver hard truths.
"In a public market, you sell the stock if you don’t like the strategy, providing a ‘truth’ signal that private boards often ignore."
- Gavin Baker, All-In
The capital itself is staggering. Anthropic’s confidential S1 filing reveals a company generating about $9.4 million in revenue per employee, a rate nearly quadruple that of Google, as noted on Moonshots. This efficiency fuels valuations that could reach $1.8 trillion on day one, according to Polymarket odds.
While retail investors gain access through platforms like Forge Global’s partnership with Schwab, institutional players are looking for the exit. Gerstner admitted Altimeter Capital is selling slices of its private positions to return capital to LPs, even as retail investors "yolo" into high-fee special purpose vehicles.
Washington’s regulatory approach has fundamentally shifted to accommodate this private boom. A new executive order, signed by President Trump, abandons heavy regulation for a voluntary 30-day pre-release review of new AI models. As Imad Ustak framed it on Moonshots, this window is a tactical advantage for U.S. national security, giving the government early access to models that can, for example, discover zero-day cyber vulnerabilities.
"Washington realized AI is key to full-spectrum dominance. Regulation is being traded for early access."
- Imad Ustak, Moonshots
The question is what happens when the music stops. Gerstner contrasted today’s leaders, which are real businesses, with the revenue-less concepts of 1999. But he warned a normal 10-20% market consolidation could cause panic among new retail entrants who bought in at peak private valuations. The parallel financial system works until it doesn’t, and the traditional market’s brutal feedback loop may arrive too late.


