Establish The Run Fantasy Football Financial Markets: Navigating the AI Revolution with Pro Options Trader Jason Strasser (Episode 962 with Adam Levitan)
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Feb 17, 2026 Jason Strasser, Chief Investment Officer at Caption and former pro poker player, shares market views on the AI revolution, why certain stocks keep running higher, and how to express bets on AI through overlooked industrials and banks. He discusses AI’s economic and job impacts, Bitcoin versus gold as digital gold, prediction markets and liquidity providers, plus risks around MSTR and preferred securities.
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Dollar Debasement Is Overstated
- Recent high inflation under the prior administration was a large blip, but long-term expected inflation is similar to the 2000s.
- Gold’s recent move isn’t purely dollar debasement; multiple factors and speculative activity explain the rally.
Bitcoin As Digital Gold
- Bitcoin has largely 'won' the digital-gold debate and sits as a meaningful asset class relative to tradable gold.
- Speculative flows created large swings; today's quieter market means less sloshing speculative capital.
Watch Leverage In Bitcoin Plays
- Beware corporate structures where Bitcoin exposure is funded with dollar debt and short-dated obligations.
- Jason Strasser warns Michael Saylor's heavy leverage and preferreds create non-zero tail risk if markets turn.
