Introduction to How Many CTOs Does It Take? Podcast
How Many CTOs19 Helmi 2025

Introduction to How Many CTOs Does It Take? Podcast

How Many CTOs Does It Take?: Bridging the Gap Between Engineering and Business

In the inaugural episode of 'How Many CTOs Does It Take?', hosts Scott and Brad explore complex challenges in engineering management and software development.

They delve into topics such as managing technical debt, measuring engineering team performance, and improving communication between engineers and product stakeholders. Through discussions with fellow CTOs, product teams, and business leaders, Scott and Brad aim to uncover insights and create better understanding to tackle these persistent issues.

This episode sets the stage for a podcast series focused on solving the difficult problems that engineering leaders face daily.

  • 00:00 Introduction to the Podcast
  • 00:44 The Inspiration Behind the Podcast
  • 01:18 Recurring Engineering Challenges
  • 02:11 The Role of Communication
  • 03:39 Bridging the Gap Between Stakeholders and Engineers
  • 07:14 The Importance of Problem Understanding

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Engaging Employees in Security Appreciation with Robert Siciliano

Engaging Employees in Security Appreciation with Robert Siciliano

In this episode of "How Many CTOs Does It Take?" podcast, host Brad Hefta-Gaub welcomes Boston-raised security speaker Robert Siciliano, who traces his path into security from early experiences with c...

31 Maalis 57min

Building Trust with AI: David Espindola on the Path Forward

Building Trust with AI: David Espindola on the Path Forward

In this episode of "How Many CTOs Does It Take?" podcast, Scott Porad hosts solo and interviews technologist David Espindola about AI. Espindola explains his path from engineer at fast-growing Silicon...

24 Maalis 40min

Beyond Transcripts:  Language Nuances and Audio Signals with Carter Huffman of Modulate

Beyond Transcripts: Language Nuances and Audio Signals with Carter Huffman of Modulate

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub talk with Carter Huffman, CTO and co-founder of Modulate AI, about his path from machine learning work a...

17 Maalis 41min

Introducing the ADLC: The Agent Development Life Cycle

Introducing the ADLC: The Agent Development Life Cycle

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub" open with Super Bowl reactions and a meme about non-fans describing plays, then pivot to the ai.com hal...

10 Maalis 44min

The Evolving Role of Tech Leadership with Philip Rosedale

The Evolving Role of Tech Leadership with Philip Rosedale

In this episode of "How Many CTOs Does It Take?" podcast, Brad Hefta-Gaub is joined by guest co-host Philip Rosedale to explore the multifaceted role of a CTO, comparing it with the CEO position. They...

3 Maalis 53min

Predictions and Reflections: One Year Anniversary of the How Many CTOs Does It Take? Podcast

Predictions and Reflections: One Year Anniversary of the How Many CTOs Does It Take? Podcast

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub" reflect on the first year of the podcast's publication, discussing Scott's ongoing questions about tech...

24 Helmi 43min

Adapt or Fade: Interviewing for Developers in the Age of AI Assisted Coding

Adapt or Fade: Interviewing for Developers in the Age of AI Assisted Coding

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub explore the evolving landscape of interviewing for programmer positions in the age of AI-assisted coding...

17 Helmi 30min

From Rave Promoter to SaaS Innovator: Revolutionizing Event Management with Ritesh Patel

From Rave Promoter to SaaS Innovator: Revolutionizing Event Management with Ritesh Patel

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub sit down with Ritesh Patel, co-founder of Ticket Fairy. Ritesh shares his journey from coding and organi...

10 Helmi 49min

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