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Technology

How Many CTOs

by Brad Hefta-Gaub & Scott Porad
TechnologyBusinessEntrepreneurship
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Latest episodes

  • The State of Tech in 2026: What Changed And What Didn't

    October 27, 2026 · 33 min

    In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub discuss a Pragmatic Engineer talk on the state of the tech industry in 2026, focusing on what changed and what hasn't. They argue this is a…

  • The Human Needs in Augmented Coding: A Conversation with Kent Beck

    October 20, 2026 · 1 hr 10 min

    In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub interview software pioneer Kent Beck about his background (JUnit, test-driven development, extreme programming, Agile Manifesto, and his book…

  • Preparing for the Worst: Tabletop Exercises, Unit Tests, and Everything In Between

    October 13, 2026 · 45 min

    In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub discuss TaskRabbit's overnight AWS region migration from us-west-1 to us-west-2, describing the months of preparation, detailed runbook, large…

  • 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…

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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