James Gettinger transitioned from being one of the top professional daily fantasy sports and poker players in the world to venture capital, explicitly framing early-stage investing as an evolution of his career in probabilistic gambling and game-theoretic decision-making. He writes long-form public memos on topics like AI, housing, and macro conditions that read like investor letters but are fully open, giving founders and LPs an unusually transparent view into how he models uncertainty and edge in markets. James Gettinger transitioned from being one of the top professional daily fantasy sports and poker players in the world to venture capital, explicitly framing early-stage investing as an evolution of his career in probabilistic gambling and game-theoretic decision-making. He writes long-form public memos on topics like AI, housing, and macro conditions that read like investor letters but are fully open, giving founders and LPs an unusually transparent view into how he models uncertainty and edge in markets.