How Many CTOs
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

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How GenAI Is Changing the Two Guys in a Garage Founder Story

How GenAI Is Changing the Two Guys in a Garage Founder Story

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub welcome tech entrepreneurs and avid scuba divers Justin Wolf and Joe Malek to share the story behind the...

8 Juli 202552min

Autonomous Engineering Teams: What Works, What Breaks

Autonomous Engineering Teams: What Works, What Breaks

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub unpack one of the most debated questions in engineering leadership: Should engineering managers also ser...

1 Juli 202550min

The End of Programming As We Know It? Justin Kaufman's tips on building fast with AI

The End of Programming As We Know It? Justin Kaufman's tips on building fast with AI

In this bonus episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub engage in a deep and insightful conversation with their guest Justin Kaufman about the transformat...

26 Juni 202516min

From Chicken to Chatbots: Generative AI in Hospitality with Justin Kaufman

From Chicken to Chatbots: Generative AI in Hospitality with Justin Kaufman

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub interview special guest Justin Kaufman. Justin discusses his unique journey from working in health tech ...

24 Juni 20251h 2min

Fake Profiles, Real Disruption: What AI Is (and Isn't) Doing to Tech Recruiting with Dave Hardwick

Fake Profiles, Real Disruption: What AI Is (and Isn't) Doing to Tech Recruiting with Dave Hardwick

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub discuss with Dave Hardwick, the disruptive yet beneficial impact of AI on recruitment processes. They ex...

19 Juni 202510min

Beyond the Resume: How to Hire and Get Hired in Tech with Dave Hardwick

Beyond the Resume: How to Hire and Get Hired in Tech with Dave Hardwick

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub welcome Dave Hardwick, a seasoned technical recruiter. Together, they explore the intricacies of recruit...

17 Juni 202541min

Bonus Episode with Greg Conklin: Navigating Hyper-growth and Tech Debt at Groupon and Dropbox

Bonus Episode with Greg Conklin: Navigating Hyper-growth and Tech Debt at Groupon and Dropbox

In this bonus episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub dive into a conversation with Greg Conklin, exploring his experiences at two hypergrowth companies...

12 Juni 202511min

Culture, Quality, and Tech Debt: Lessons from the Front Lines with Greg Conklin

Culture, Quality, and Tech Debt: Lessons from the Front Lines with Greg Conklin

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub are joined by special guest Greg Conklin for a candid and insightful conversation on what it takes to bu...

10 Juni 202547min

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