Technology

How Many CTOs

by Brad Hefta-Gaub & Scott Porad

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Understanding The Fear: Adaptive Leadership in the AI Age

October 6, 2026 · 34 min

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub discuss growing fear about AI among engineers and managers, framing it as an "adaptive moment" requiring leaders to disrupt old stabilizing…
Simplifying Tech Through Empathy and Understanding with Frank Bravo

September 29, 2026 · 50 min

In this episode of "How Many CTOs Does It Take?" podcast, host Brad Hefta-Gaub is joined by guest Frank Bravo, a Bay Area technologist who spent 30 years as CTO in local media, helping put a newspaper's full editorial content online in…
Managing Skepticism: Balancing Tradition and Technology with AI

September 22, 2026 · 50 min

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub discuss how AI is changing software engineering referencing Kent Beck's idea that AI makes much existing knowledge less useful while making a…
From Academia to Industry: Scott Hanson on the Future of AI and Edge Computing

September 15, 2026 · 46 min

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub interview Scott Hanson, founder and CTO of Ambiq, a company focused on ultra-low-power chips for "intelligence everywhere," with 300M+ units…
Beyond Cost Reduction: AI in Revenue Generation and Innovation with Andy Boettcher

September 8, 2026 · 50 min

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub interview Andy Boettcher, Chief Innovator of DoubleTrack, a boutique data and AI consultancy. Andy recounts his 33 years across systems…

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The Hardware/Software Blend: Visionary Innovations in Health Tech with Eyebot's Jack Moldave

September 1, 2026 · 53 min

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub interview Jack Moldave of Eyebot, a company he co-founded nearly six years ago to make getting glasses as easy as buying shoes by enabling…
Fast, On Time, or Fully Utilized? Choosing What to Optimize in Engineering Delivery

August 25, 2026 · 17 min

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub discuss a leadership conversation where three senior stakeholders wanted different outcomes from engineering: delivering faster, maximizing…
The Pace of Innovation: Systems Thinking for Faster Engineering

August 18, 2026 · 57 min

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub open with travel and sports talk, including World Cup rules, then pivot to Scott's change-management training on systems thinking and unspoken…
Method to the Madness: A CTO Framework for Systemic AI Adoption

August 11, 2026 · 45 min

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub discuss how CTOs must frame narratives that help teams organize around ideas, inspired by how Scott explained his company's AI work to a…
There's A Pattern To Follow: An Interview with Robert "Uncle Bob" Martin

August 4, 2026 · 1 hr 2 min

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub are honored to interview Robert "Uncle Bob" Martin, who recounts his 60+ year programming journey from a three-bit binary device and years of…
Is Uncle Bob Right? Reading Code vs. Architecting the Future

July 28, 2026 · 43 min

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub discuss how Robert "Uncle Bob" Martin—author of Clean Code and Agile Manifesto signer—sparked online controversy by saying he no longer reads…
Token Maxxing and Local Inference: Navigating the Shift in AI Usage for Developers

July 21, 2026 · 1 hr 1 min

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub discuss token spending and the "token maxing" backlash, sparked by a GitHub Copilot budget issue and broader industry moves to optimize tokens…

Full episode archive on Apple Podcasts →

About the show

Welcome to the "How Many CTOs?" Podcast, hosted by Brad and Scott, where we dive deep into the intricate world of Chief Technology Officers. Each episode features candid conversations with guest CTOs who share their real-world experiences and insights on a wide range of topics. From building and upleveling high-performing engineering teams to managing and communicating the impact of tech debt, we cover it all. Discover strategies for measuring engineering productivity, refining processes, and balancing innovation with structured methodologies. Learn from experts about decomposing monolithic systems and keeping up with the latest technology trends. Whether you're a current or aspiring CTO, our podcast offers practical solutions and valuable advice to navigate the ever-evolving landscape of technology leadership. Tune in and join the discussion on overcoming the common challenges faced by CTOs today. Don't forget to subscribe, rate, and review! #TechLeadership #CTO #techpodcast