Archive - The Way of Product w/ Caden Damiano

#168 Saurabh Sharma—Delegate IC work to AI agents, restructure hiring criteria, and build compounding advantage

Watch now | Learn how a CPO at a billion-dollar AI company is rethinking what “good” looks like for PMs — prioritizing strategic thinking over…

Apr 2 • Caden Damiano

57:35

March 2026

#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

#161: Steph Cartwright: AI Reads Context, Not Keywords—and That Changes Everything About Your Job Search

Watch now | Why the old keyword-stuffing playbook is dead. And what job seekers should do instead.

Mar 9 • Caden Damiano

52:37

#160: Kasim Aslam – Traffic First, Product Second. The founder of the #1 Google Ads agency shares why solving for traffic before building…

Watch now | Why 20 years of watching "the best product lose" led to a radically different approach to building businesses.

Mar 2 • Caden Damiano

53:34

February 2026

#159 Kelly Price — HR as Partners, Not Police: Control, Compliance, and Coaching Your Way to Better HR

Watch now | Return-to-office, remote work, Netflix talent philosophy: none of it matters without leadership. Here's the framework that does.

Feb 23 • Caden Damiano

49:50

#158 Makoto Kern on AI Integration Failures: unlock leadership buy-in, measure real adoption, and protect your competitive moat

Watch now | Discover what happens when companies spend 8 months integrating AI features nobody uses—and how to avoid the same trap.

Feb 16 • Caden Damiano

41:23

#157 Tom Shapland, PM at LiveKit: Unlock voice AI, navigate early-stage markets, and de-risk product bets

Watch now | Discover the product discovery loops, founder-to-PM transition patterns, and validation tactics Tom used across AgTech, computer vision, and…

Feb 9 • Caden Damiano

40:04

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