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Technical Debt
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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

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Artwork for How Many CTOs

Latest Episodes

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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Recent Guests

Brad Hefta-Gaub
Co-host and guest in this episode; discusses tabletop exercises and testing
How Many CTOs
Episode: Preparing for the Worst: Tabletop Exercises, Unit Tests, and Everything In Between
Frank Bravo
CTO, ProLegal; technologist focused on simplifying technology for non-technical users
ProLegal
Episode: Simplifying Tech Through Empathy and Understanding with Frank Bravo
Scott Hanson
Founder and CTO of Ambiq
Ambiq
Episode: From Academia to Industry: Scott Hanson on the Future of AI and Edge Computing
Andy Boettcher
Chief Innovation Officer and co-owner of DoubleTrack, a data and AI consultancy
DoubleTrack
Episode: Beyond Cost Reduction: AI in Revenue Generation and Innovation with Andy Boettcher
Jack Moldave
Founder of Eyebot
Eyebot
Episode: The Hardware/Software Blend: Visionary Innovations in Health Tech with Eyebot's Jack Moldave
Robert C. Martin
Software engineer, author, and Agile pioneer (Uncle Bob)
Episode: There's A Pattern To Follow: An Interview with Robert "Uncle Bob" Martin
Dr. David Bauer
PhD in computer science with a background in distributed computing; AXONIS AI founder/leader
Axonis AI
Episode: From Chaos to Control: Bringing Specification Driven Design to Vibe Coding with David Bauer
Ben Wilcox
CTO and CISO of ProArch
ProArch
Episode: AI and the Data Swamp In Your Backyard with Ben Wilcox
John Von Seggern
Founder, CEO and CTO of Future Proof Music School
Future Proof Music School
Episode: Pioneering Music Education with John von Seggern

Hosts

Brad Hefta-Gaub
Host focusing on CTO leadership, practical engineering frameworks, and AI adoption in large organizations.
Scott Porad
Co-host and interviewer, guiding discussions on technical topics, architecture, and leadership with CTOs.

Reviews

5.0 out of 5 stars from 13 ratings
  • Priceless!

    Finally, some CTOs that are talking my language! These guys are brilliant!

    Apple Podcasts
    5
    David_the_CTO
    United States2 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

CTO-level insights that translate to real-world impact.
Strong framing of AI adoption with practical governance.
Genuine, candid conversations about leadership challenges in tech.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#111
Switzerland/Technology
Apple Podcasts
#243
Israel/Technology

Talking Points

Recent interactions between the hosts and their guests.

Preparing for the Worst: Tabletop Exercises, Unit Tests, and Everything In Between
Q: What are your top three tabletop scenarios and why should teams run them?
Key scenarios include: a critical data breach or data deletion, a key service outage with dependent systems failing over, and a phishing-style or social-engineering incident; these scenarios test recovery plans, governance, and communication, while highlighting gaps in runbooks and cross-team coordination.
Preparing for the Worst: Tabletop Exercises, Unit Tests, and Everything In Between
Q: Brad, tell us what a tabletop exercise is.
A tabletop exercise is a structured, scenario-driven discussion in a contained space where participants walk through responses in real time, with the goal of identifying gaps in processes or documentation and then creating a punch list to improve; the emphasis is on learning and captured actions rather than a flawless run.
Simplifying Tech Through Empathy and Understanding with Frank Bravo
Q: What advice would you give CTOs or engineering managers when explaining technical concepts to non-technical stakeholders?
Understand the exact question being asked, explain in simple terms (avoid unnecessary jargon and acronyms), and focus on how the technology affects the end user and their daily tasks. Also, ensure the user can perform essential actions without getting bogged down by technical details, and troubleshoot by understanding what the user is actually experiencing.
From Academia to Industry: Scott Hanson on the Future of AI and Edge Computing
Q: The first question I have has to do with animals and biology as inspiration for low-voltage computation; did you look at biology to inspire the hardware design?
There are two main avenues: sub-threshold design inspired by how the brain networks operate, and energy harvesting concepts from the body's signals. We explored thermoelectric power from body heat and sensors small enough to monitor cellular activity, though the practical implementations depend on the application and manufacturability; the brain-inspired path has been esoteric, while body-signal powering offers more immediate relevance for energy-efficient systems.
The Hardware/Software Blend: Visionary Innovations in Health Tech with Eyebot's Jack Moldave
Q: What is the user experience like in a Walmart Vision Center?
The user walks up to a touch-free kiosk, completes intake questions, undergoes a quick acuity test and refraction, and a doctor reviews the results and issues a prescription within about 15 minutes, with a fax or email transmission to the store for final processing.

Audience Metrics

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Frequently Asked Questions About How Many CTOs

What is How Many CTOs about and what kind of topics does it cover?

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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1. The Peterman Pod
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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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What guests have appeared on How Many CTOs?

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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