Jason Strasser
Chief Investment Officer at Caption and former professional poker player, providing market analysis on AI, stocks, Bitcoin, commodities, and prediction markets based on trading and options experience.
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21 snips
Dec 26, 2023 • 52min
The Character Building Side Effect of Losing
Jason Strasser is the co-founder and Chief Investment Officer of Caption Partners. While in college Jason became a high stakes poker player and was making $100k/month before he left competitive poker for Wall Street. Today he generates his edge trading options, looking for one-off events where the volatility of the options are mispriced by algorithms.Follow Jason on Twitter: https://twitter.com/strassa2Email the show: risk of ruin pod at gmailFollow us on Twitter: https://twitter.com/halfkelly
15 snips
Feb 17, 2026 • 59min
Financial Markets: Navigating the AI Revolution with Pro Options Trader Jason Strasser (Episode 962 with Adam Levitan)
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.
