Execution

#174 Pete Hunt: He Built a Better Sales Forecast on a Plane. That’s When He Knew Salesforce Was Broken.

Watch now | Pete Hunt, CEO of Dagster Labs and an early member of the React.js team at Facebook, reframed how I think about what “real” revenue…

Apr 23 • Caden Damiano

46:38

#173 - Yaron Schneider: The Most Valuable Thing an Engineer Can Do Now Isn’t to Write Code

Watch now | When AI can generate code faster than humans can review it, the bottleneck shifts to something harder to automate: thinking.

Apr 20 • Caden Damiano

44:01

#172 Ben Johnson: When The Cost of Writing Code Drops to Zero, What Are Engineers Paid For?

Watch now | Ben sold his company to LegalZoom and now runs a software factory powered by AI agents. He explains what changes, and what doesn't, when AI…

Apr 16 • Caden Damiano

52:11

#171 Karl Simon—What careers look like moving forward, why your data graph IS your AI competitive strategy & design AI systems that adapt to…

Watch now | How a strong data graph enables agentic decision-making, why your data graph IS your competitive strategy, and how AI is eliminating the…

Apr 13 • Caden Damiano

45:24

# 170 Jake Stauch, Co-Founder of Serval: Bet before the technology works, build infrastructure over raw models, and scale enterprise AI…

Watch now | The wireless communication analogy and infrastructure-first philosophy that helped Serval raise $125M at a billion-dollar valuation within…

Apr 9 • Caden Damiano

44:55

#169 Radhika Dutt, Author of Radical Product Thinking & 5x Acquisition Veteran: Build puzzle-setting cultures, escape OKR perverse…

Watch now | The root cause analysis methods and narrative-driven measurement that prevent feature factories while maintaining innovation velocity.

Apr 6 • Caden Damiano

50:29

#167 Anya Cheng, Founder & CEO of Taelor: Master Selection Criteria Over Ideas and Ship MVPs That Actually Teach You Something

Watch now | Learn the framework Meta uses in PM interviews to separate great product thinkers from idea generators

Mar 30 • Caden Damiano

56:06

#166 Maxine Anderson, Co-founder & CPO at Arist: Iterate Positioning Relentlessly and Ship What the Market Needs

Watch now | Discover how Arist navigated seven years of positioning iteration in an undefined category and why shared conviction about the game you're…

Mar 26 • Caden Damiano

53:48

#165 Richard Yu, CPO at LucidLink: Build Products That Disappear, Navigate High-Integrity Commitments, and Treat Strategy as a Hypothesis

Watch now | Learn how LucidLink's "invisible product" design philosophy connects to Marty Cagan's high-integrity commitments framework and why the best…

Mar 23 • Caden Damiano

51:31

#164 Chris Silvestri—AI Produces Great Stuff, If You Have a Process.

Watch now | What a software engineer turned copywriter learned about positioning—and why 70% of the work happens before you write a single word.

Mar 19 • Caden Damiano

50:33

#163: Mustafa Kapadia—You're Gonna Need More PMs, Not Less: The Counterintuitive Future of Product Management in The Age of AI

Watch now | Building gets easier. Deciding what to build gets harder. Here's how the top 1% are preparing.

Mar 16 • Caden Damiano

46:07

#162: Matt D Smith – Your AI Edge is The Vocabulary You Already Have

Watch now | What a decade of design fundamentals taught me about delegating to Claude Code—and why Shift Nudge was secretly an AI onboarding course…

Mar 12 • Caden Damiano

53:14

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