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Artificial Intelligence
Software Development
Technical Debt
Software Engineering
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AI Agents
Engineering Productivity
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Productivity
AI In Software Development
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Openai
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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

PublishesWeeklyEpisodes81Foundeda year ago
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TechnologyBusinessEntrepreneurship

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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 are honored to interview Robert "Uncle Bob" Martin, who recounts his 60+ year programming journey from a three-bit binary device and years of assembly to ... more

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 the source c... more

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. The hosts ... more

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub discuss how managing armies of coding agents can be physically draining, likening it to context switching in flat organizations. Scott references Yuval Ha... more

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Recent Guests

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
Stephanie Sylvestre
Founder of AvatarBuddy
AvatarBuddy
Episode: Removing Bottlenecks, Not People with Stephanie Sylvestre
Dr. Adam Link
Guest, CTO/engineering leader with Coinbase experience
Former senior engineering manager at Coinbase
Episode: A Fundamental Shift: Change Management, Psychological Safety, and AI's Impact on Engineering Leadership with Dr. Adam Link
Miguel Carranza
CTO and co-founder of RevenueCat
RevenueCat
Episode: Product-Market Fit and Pragmatic AI: Insight from RevenueCat's CTO Miguel Carranza
Nick Cawthon
Founder/CEO of gage.io
gage.io
Episode: The Most Optimized Blue: Differences Between UI and User Experience Design with Nick Cawthon
Robert Siciliano
Security expert focusing on security appreciation and personal security education
Independent security educator
Episode: Engaging Employees in Security Appreciation with Robert Siciliano

Hosts

Brad Hefta-Gaub
Co-host; co-leader of discussions on CTO-level topics and engineering leadership.
Scott Porad
Co-host; provides CTO perspective and shares practical experiences in software development leadership.

Reviews

5.0 out of 5 stars from 10 ratings
  • Priceless!

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

    Apple Podcasts
    5
    David_the_CTO
    United Statesa year ago

Listeners Say

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

Clear, energetic host duo that gives tangible frameworks.
Practical CTO guidance with real-world examples.
Audience-focused content that helps with hiring and productivity decisions.
Unique blend of AI talks and software engineering discipline.

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Talking Points

Recent interactions between the hosts and their guests.

AI and the Data Swamp In Your Backyard with Ben Wilcox
Q: Ben, how do you solve the data swamp problem in a way that actually convinces business stakeholders to invest before a crisis hits?
Start with a concrete, narrow use case that shows measurable value, such as creating a focused data pipeline and cleansing a subset of data to improve AI accuracy. Demonstrating quick wins and clear ROI helps bridge the gap to broader governance investments.
From Rave Promoter to SaaS Innovator: Revolutionizing Event Management with Ritesh Patel
Q: How do you manage scale and prevent overselling as tickets go on sale?
The team relies on real-time locking with Redis, multiple queues for different job types, and careful inventory management to ensure accuracy even under massive spikes.
From Rave Promoter to SaaS Innovator: Revolutionizing Event Management with Ritesh Patel
Q: What's your view on AI's role in helping small teams compete with bigger orgs?
AI coding agents act as force multipliers, allowing small teams to prototype, code-review, and deploy complex systems faster, provided they pair AI with domain expertise and sound business judgment.
From Rave Promoter to SaaS Innovator: Revolutionizing Event Management with Ritesh Patel
Q: How did you transition from rave promoter to building a SaaS for live events?
Ritesh describes growing up around events, partnering with venues, and iterating the business from a hands-on, customer-facing role into a product-driven company, driven by learning-by-doing and a focus on distributing value through technology.
Rediscovering the Joy of Coding through AI with Paul Brown
Q: What is a practical mindset for engineers using AI effectively?
Focus on problem descriptions and implementation plans; learn to read and critique AI-generated outputs; develop the ability to evaluate how to mutate the system rather than chasing a single tool.

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?

A practical tech leadership show featuring candid conversations with guest CTOs and two hosting CTOs. Episodes center on building and upleveling engineering teams, measuring engineering productivity, managing tech debt, and aligning software processes with business goals. Ranging from AI adoption and vendor relationships to SDLC discipline and refactoring strategies, the discussions blend real-world anecdotes with frameworks and metrics that CTOs can apply in their organizations. A standout aspect is the balanced duo of Brad and Scott, who often challenge traditional norms with hybrid approaches and pragmatic tradeoffs, making it especially useful for senior tech leaders and aspiring CTOs seeking actionable insights.

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How Many CTOs launched a year ago and published 81 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. Robert C. Martin
2. Dr. David Bauer
3. Ben Wilcox
4. John Von Seggern
5. Stephanie Sylvestre
6. Dr. Adam Link
7. Miguel Carranza
8. Nick Cawthon

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