From Answer Engines to Work Mechanisms: The AI Inflection on Wall Street
Brett Caughran and Khe Hy on the work AI just made economic for investors, and why assembly is the hard part now: Codex, MCP, headless RMS, knowledge graphs.
Intelligent Alpha CEO: Letting AI Run the Portfolio
Intelligent Alpha CEO Doug Clinton on grading frontier models a B+ analyst, why the model matters less than the data you feed it, and where humans still add something.
Daloopa CEO Thomas Li: The Magic Isn’t in the Model
Daloopa CEO Thomas Li on what separates a reliable MCP from a brittle one, why data consumption on his platform grew over 100x in a year, and where AI in Excel still breaks.
Hudson Labs CEO Kris Bennatti: Financial AI Still Gets the Numbers Wrong
Hudson Labs CEO Kris Bennatti tested the top models on real filings and found the wrong number about 30% of the time. Her answer: a no-hallucination guarantee no one else in financial AI will make.
Fable Is Here, But Is It Actually Better? | Invest with AI Vibe Check
Two daily power users still won't say the models got meaningfully better in six months. Then Fable shipped. Brett and Khe run the vibe check: evals, the Bridgewater judgment layer, and why skepticism is up.
Canary CEO & Ex-Tiger Global PM: How Bad AI Is Leaving Alpha on the Table
Joe O'Donnell ran the short book at Tiger Global for nearly a decade. His claim as Canary's CEO: so many investors are misusing AI that there's more alpha available today than there has been in a long time.
Deploying AI on the Buyside: A 20-Year Engineer's Playbook
Matt Stockton has spent 20 years architecting data infrastructure for firms deploying AI. His read: the model is rarely the hard part. Writing down your own process is 80% of the work, and most firms skip it.
Stoic Point Co-Founder: AI is Bringing Back the Lean Hedge Fund
Raj Shah co-founded Stoic Point after a partnership at Light Street. He runs a two-person fund resourced like a firm ten times its size, and says he's more worried about AI replacing him than the juniors everyone else is fretting over.
Implied CEO on the Limits and Capabilities of AI for Investing
Ying Hua ran money at Citadel and Balyasny before founding Implied. Her case: the foundation labs won't eat finance, because domain knowledge is the piece they won't build. Brett and Khe get into data, dashboards, and what stays human.
The AI Shift in Investing: From Chatbots to Agents (What Changed for Investors)
Brett Caughran and Khe Hy on what actually changed in 2026: the shift from chatbots to agent workflows, where AI helps in investment research today, and the limits that are still real.