All Episodes
The CTO Compass — 42 episodes
Break “Can't Culture”: How to Get Your Team to Tell You the Truth ft. JL Heather
What to Do When Your Team Is Scared AI Will Replace Them ft. Angela Mulrooney
Why The Best Engineering Managers In 2026 Code More, Not Less ft. Alex Ponomarev
People Over Clients Over Projects (Why Most Agencies Rank It Wrong) ft. Dominic Tancredi
The Model Doesn't Matter: What Actually Creates 10x AI Productivity ft. Clive Moore
Stop Panic-Buying AI: The Silver Bullet Myth That's Making You Slower ft. Asim Kumar
Why Dropping AI Into a Broken Process Makes Everything Worse ft. Mike Toguchi
3 Critical Career Mistakes Engineering Leaders Make ft. Limor Bergman Gross
Your AI Strategy Will Fail for the Same Reason Your Last ERP Did ft. Abhijit Verekar
Why Organizational Change Fails: The Hidden Politics and Self-Interest Killing Your Transformation ft. Bud Caddell
We Sacrifice People for Performance. AI Is About to Make That Impossible ft. Margôt van Brakel
How User Psychology Grew a Dating App to 17 Million Users With Almost No Marketing Budget ft. Colin Hodge
Why 95% of AI Pilots Deliver Zero Business Impact and How to Fix Your Foundation ft. Matt Soltau
The Software That Can’t Be Wrong: Building Fintech for Millions in Africa ft. Erioluwa Asiru
3 Ways to Build AI Systems That Survive the Real World ft. Sairam Sundaresan
AI Risk Is a Design Problem: 3 Questions Every CTO Should Ask Before Their Next AI Release ft. Jill Stover Heinze
AGENTS.md Won’t Save You: Design AI Systems You Can Actually Control ft. Craig Kaplan
Why Treating AI Like Software will cause Most AI Initiatives to Fail ft. Stephanie Sylvestre
Why CTOs Burn Out when the Pressure to Deliver Keeps Rising ft. Andrew Hinkelman
Why Enterprise AI Keeps Disappointing (hint: CoPilot isn’t the Problem) ft. Santosh Kaveti
The Hidden Complexities of SaaS Pricing, CPQ, and Quote-to-Cash ft. Tina Kung
Why Smart Tech Leaders Become the Bottleneck (and How to Get Out of the Weeds) ft. David Hori
Hiring Is Broken for Tech Leaders. Here’s What Actually Works Today ft. Bill Kasko
How to Spot Revenue Leaks and Align Tech to Business Goals. Lessons from a Fractional CTO ft. Matt Dixon
Beyond the Lone Genius: Telle Whitney on Rethinking Leadership for Today’s CTOs and CIOs
The 80/20 that Actually Moves the Needle ft. Loic Potjes
RaiseAI: Cutting the Time for a Capital Round in HALF ft. William Hollis
Reinventing Talent: on Clarity, Culture, and AI w/ Scott Morris
Don’t Wait for All the Data: on Courage, Culture, and AI ft. Margaret Heffernan
Revolutionizing Logistics with AI ft. David Soileau
The Future of Work: AI and Human Roles ft. Mike Todasdo
Debunking Innovation Myths ft. Coby Skonord
Building a Health Tech Revolution ft. Bart Spangenberg
Revolutionizing Audio Production with AI with Peadar Coyle
Navigating Government Contracts as an Expat with Tony Kyriakidis
Navigating the Future of Remote Work with Nola Simon
Visionary and Integrator Dynamics with Kelsey Daingerfield
The Future of Software Development with Ahmed Bashir (DevRev)
From Spreadsheets to AI Agents with Zulfiya Forsythe
From Tinkerer to CTO with Mattia Peiretti
The Journey of a Global Leader w/ Niranjan Sridhar
Revolutionizing Customer Service with AI w/ Mattieu Detaille