A $10B Hedge Fund’s AI Playbook (Best of the Pod)

Will England is the CEO of Walleye Capital, a hedge fund managing nearly $10 billion in assets. An engineer by training with a math background from Oxford, he has spent his career at the intersection of machines and markets—and has made AI fluency mandatory for all 400 employees.
England believes refusing to use AI is like refusing to use the internet in 1995 because it wasn’t perfect. His use of AI is public and effusive, including in a firm-wide email that opened with “I used ChatGPT to write this email. You should be using it, too, and be proud of it.” AI informs how Walleye drafts memos and selects stocks.
On Every’s AI & I, Dan Shipper spoke with England about why he’s betting his entire organization on AI, why “results are what matter” more than blood, sweat, and tears, and what the American frontier can teach us about leading through technological change.
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Timestamps:
0:00 Start
0:51 Introduction
3:25 What pushed Will to go all in on AI
15:15 Inside the ‘AI-first’ memo Will shared at Walleye
17:02 Why you shouldn’t be afraid of using AI for work
31:25 How Will uses LLMs to sharpen his thinking
35:57 Walleye’s approach to using AI to reduce risk
39:35 What history can teach us about leading through change
57:10 Will’s first principles for making better decisions
59:23 Why Will journals every day—and how AI makes it easier
Links to resources mentioned in the episode:
Will England/Walleye Capital: walleyecapital.com/bio/will-england
Every’s AI tools—Monologue, Cora, Spiral, and Sparkle: every.to/studio
Every’s AI consulting: every.to/consulting