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Brett Caughran and Khe Hy lead a deep dive into AI for investing, joined by guests at the cutting edge of the field. Our goal is to be your Sherpa through a rapidly changing landscape by distilling what's working, what isn't working, and how you can leverage AI in your own process. Follow along as we tackle AI's biggest challenges and opportunities, one episode at a time.
| Episode | Date |
|---|---|
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From Answer Engines to Work Mechanisms: The AI Inflection on Wall Street
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Aug 21, 2026 |
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Intelligent Alpha CEO: Letting AI Run the Portfolio
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Aug 14, 2026 |
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Daloopa CEO Thomas Li: The Magic Isn’t in the Model
|
Aug 07, 2026 |
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Hudson Labs CEO Kris Bennatti: Financial AI Still Gets the Numbers Wrong
|
Jul 24, 2026 |
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Fable Is Here, But Is It Actually Better? | Invest with AI Vibe Check
|
Jul 17, 2026 |
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Canary CEO/Ex-Tiger Global PM: How Bad AI Is Leaving Alpha on the Table
|
Jul 10, 2026 |
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Deploying AI on the Buyside: A 20-Year Engineer's Playbook
|
Jul 03, 2026 |
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Stoic Point Co-Founder: AI is Bringing Back the Lean Hedge Fund
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Jun 26, 2026 |
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Implied CEO on the Limits and Capabilities of AI for Investing
|
Jun 19, 2026 |
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Investing with AI: From Chatbots to Agents (What Changed for Investors)
|
Jun 12, 2026 |