Two Trillion vs. Private Bridge: Anthropic and OpenAI Take Opposite Paths
Published: October 20, 2026
Duration: 6:28
Anthropic is expected to price its IPO this week at a projected $2 trillion valuation — the largest in history — while OpenAI is staying private, seeking a $30B bridge round as a bridge to a 2027 listing. Also this episode: Character.AI filed for bankruptcy with 163 million users and 40 state AGs demanding conditions on any sale, and what to make of semiconductor stocks' $2 trillion eight-session slide.