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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Episoder(85)

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 Jun 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 Jun 202547min

Lessons from the Mountains: Retrospectives and the Secret Sauce of High Performance Teams

Lessons from the Mountains: Retrospectives and the Secret Sauce of High Performance Teams

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub explore the art and impact of retrospectives in engineering teams. Drawing on their experiences in both ...

3 Jun 202542min

Exploring AI, Knowledge, and Ethics with John Helm (Bonus Episode)

Exploring AI, Knowledge, and Ethics with John Helm (Bonus Episode)

In this bonus episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub sit down once again with technologist and philosopher John Helm, this time for a wide-ranging conv...

29 Mai 202511min

Understanding and Managing Technical Debt: Insights from John Helm

Understanding and Managing Technical Debt: Insights from John Helm

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub welcome guest John Helm to discuss the complexities and ramifications of technical debt within software ...

27 Mai 202554min

The Ball of Mud - Tackling Software Monoliths and Decomposing Tech Debt: Strategies and Challenges

The Ball of Mud - Tackling Software Monoliths and Decomposing Tech Debt: Strategies and Challenges

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub discuss the intricate challenges of engineering leadership, focusing on the decomposition of monolithic ...

20 Mai 202543min

Embracing Failure and Innovation: Lessons from Punk Rock with Kevin Goldsmith

Embracing Failure and Innovation: Lessons from Punk Rock with Kevin Goldsmith

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub are joined by Kevin Goldsmith, a seasoned tech leader with a background in both music and technology. Ke...

13 Mai 202552min

Navigating Technical Debt and Code Quality in Agile Teams

Navigating Technical Debt and Code Quality in Agile Teams

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub discuss a recent incident in a small engineering team that highlights challenges of managing technical d...

6 Mai 202516min

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