The Way of Product w/ Caden Damiano

#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

January 2026

#156 How to Inspire, Align, and Amplify Innovative Teams w/ Keith Lucas, former CPO/CTO at Roblox

ep156 w/ Keith Lucas

Jan 21 • Caden Damiano

2

43:18

#155 Building Traction in the Age of AI + How New Design Tools are Revolutionizing Hardware Development w/ Matthias Wagner Founder/CEO of…

ep 155 w/ Matthias Wagner Founder/CEO of Flux.ai

Jan 19 • Caden Damiano

47:15

#154 Tactics for Product Launch Success & The Hidden Secrets of Making Products that "Just Work" w/ Dan De Mars, Head of Product at Current…

ep154 w/ Dan De Mars, Head of Product at Current Backyard

Jan 12 • Caden Damiano

48:00

#153 Exec's Guide to Streamlining AI Integration: Unlocking Speed and Innovation in Business w/ David Trier, VP of Product at ModelOp

ep153 David Trier, VP of Product at ModelOp

Jan 5 • Caden Damiano

46:48

December 2025

#152 How AI has redefined Intercom's product strategy, team dynamics & pricing w/ Brian Donohue, VP of Product at Intercom

Ep 152 w/ Brian Donohue, VP of Product at Intercom

Dec 1, 2025 • Caden Damiano

48:30

November 2025

#151 The Hidden Trait that Separates High-Agency PMs from the Rest, The Skill AI Can't Replace, w/ Vishal Khanna Head of Product @ Exa.Ai

ep 151 w/ Vishal Khanna Head of Product & Technical G2M @ Exa.Ai

Nov 17, 2025 • Caden Damiano

42:29

#150 Thriving with ADHD: Entrepreneurship for Neurodivergent Minds w/ Jaime Toyne, ADHD Coach @ Flowjo

Ep 149 with ADHD Coach Jaime Toyne

Nov 10, 2025 • Caden Damiano

40:36

#149 How to Spot When the Data is Lying & The Most Effective Framework for Hypothesis-Driven Development w/ Kritarth Saurabh, VP of Product…

#149 with VP of Product at Neat, Kritarth Saurabh

Nov 3, 2025 • Caden Damiano

43:21

October 2025

#148 Why Soft Skills Are the New Hard Skills, Navigating the AI Revolution in Product Management & Design w/ Margaret-Ann Seger, Head of…

Watch now | #148 w/ Margaret-Ann Seger, Head of Product & Design at Statsig, incoming member of the Product Staff at OpenAI

Oct 6, 2025 • Caden Damiano

38:35

September 2025

Knowing when to stop—the sign of a great product builder

An incredibly simple rule of thumb for evaluating IC leveling.

Sep 16, 2025 • Caden Damiano