
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 ... more
| Publishes | Weekly | Episodes | 92 | Founded | 2 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | TechnologyBusinessEntrepreneurship | |||

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 "Tidy First?... more
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 war-room ca... more
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 practices. The... more
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 1994, and now ... more
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Finally, some CTOs that are talking my language! These guys are brilliant!
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Apple Podcasts | #243 |
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Across recent episodes, the show concentrates on the practical leadership of tech organizations, with a heavy emphasis on AI-driven engineering, scalable SDLC, and governance in large teams. Hosts explore frameworks for adopting AI in engineering, the balance between experimentation and guardrails, and how CTOs align technical delivery with business goals. Guests span seasoned CTOs and technical leaders who share real-world strategies for building high-performing teams, managing data and security, and navigating organizational change in fast-moving tech landscapes. A distinguishing trait is the willingness to discuss both tactical tooling decisions (specs, code reviews, agent ecosystems) and broader leadership challenges (change management,... more
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How Many CTOs launched 2 years ago and published 92 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on How Many CTOs include:
1. Brad Hefta-Gaub
2. Frank Bravo
3. Scott Hanson
4. Andy Boettcher
5. Jack Moldave
6. Robert C. Martin
7. Dr. David Bauer
8. Ben Wilcox
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