

It Feels Like 1999 (EP. 433)
35 snips Oct 8, 2025
Dive into the chaotic world of the AI boom, where speculation feels eerily reminiscent of 1999. The hosts explore the bubble surrounding AI investments and the gap between the elite 1% and the struggling 90%. They discuss the intriguing performance of international stocks and the frenzy of retail investors chasing low-quality junk stocks. Amidst the financial talk, lighter moments emerge with reflections on Taylor Swift and family life, blending entertainment with candid insights into current market dynamics.
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AI Mania Feels Like A Once-In-Age Market Event
- AI mania feels like a historic market event comparable to 1999 and could be the defining story of the decade.
- No one can reliably time the top, and a blow-off phase can persist longer than intuition suggests.
Retail And Junk Stocks Are Dominating The Rally
- Retail and junk-stock mania drive extreme short squeezes and speculative rallies in unprofitable companies.
- Shorts get forced out quickly in these environments, leaving long holders to capture outsized gains until a reversal.
Narrow Leadership Masks Market Risk
- Market breadth is narrow: a handful of large names have driven recent S&P gains similar to past market tops.
- Cap-weighted valuations diverge from equal-weighted metrics, signaling concentrated leadership risk.