Execution

#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

#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

#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

#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

43:18

#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

#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

#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

#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

#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

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

#146 Mastering Proactive Product Messaging & FinTech Innovations with Michael Scully Head of Product at Summer

Ep 146 w/ Michael Scully

Aug 25, 2025 • Caden Damiano

45:21

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