The Most Historic IPO Buying Opportunity (98% will miss out)

Watch on YouTube ↗  |  September 16, 2026 at 09:55  |  21:26  |  Everything Money
Speakers
Paul Gabrail — Host / Value Investor

Summary

Paul Gabrail examines the reportedly upcoming Anthropic IPO, which could be valued near $2 trillion and raise $75-$90 billion. He details Anthropic's explosive revenue growth and improving operating profit, but warns that the price may already discount a massive future. The video emphasizes that a great company is not automatically a great investment at the wrong price and cautions against buying hot IPOs on day one or ignoring lockup supply.

  • Anthropic is reportedly preparing a historic IPO at a valuation near $2 trillion, potentially matching or beating SpaceX's record raise.
  • Anthropic's revenue has grown extremely fast, and it reportedly reached positive adjusted operating income, but prior losses and cash needs remain significant.
  • At a $2T valuation, Paul calculates the company would need to become dramatically larger to deliver a solid 15% annual return.
  • The video warns that IPO pops mostly benefit insiders and that buying after the first-day pop has historically underperformed.
  • Lockup expiration is flagged as a future supply risk, especially given Anthropic's large private fundraising.
  • Governance structure, competition, compute costs, legal risks, and regulatory risk are listed as concerns for Anthropic investors.
  • The main conclusion is to focus on price paid and valuation discipline rather than hype or an exciting story.
Ideas
Paul Gabrail Host / Value Investor 2:59
Anthropic IPO at $2T is overpriced
Anthropic may be the most historic IPO in decades, but a reported $2T valuation would already price in enormous future success. At $2T, investors would pay about 30x current annualized revenue; to earn a 15% five-year return, Anthropic would need to be worth about $4T, requiring roughly $400B of revenue at 10x sales or about $800B at 5-6x sales if margins are lower. That is possible but not probable, so the company can be great while the IPO price is unattractive.
Paul Gabrail Host / Value Investor 9:15
Avoid buying IPOs on day one
US IPOs on average pop about 19% on day one, but that gain mostly goes to insiders or institutions that received IPO allocations. Buying after the first-day pop has historically underperformed the market by about 21 percentage points over the next three years. SpaceX, the hottest IPO ever, priced at $135, spiked to $225, then fell below $105 within two months. Buying day-one IPO hype is a reliable way to lose money, and lockup expirations can add further selling pressure.
Up Next

This Everything Money video, published September 16, 2026, features Paul Gabrail discussing ANTHROPIC, US IPOs. 2 trade ideas extracted by AI with direction and confidence scoring.

Speakers: Paul Gabrail  · Tickers: ANTHROPIC, US IPOs