Stack Overflow’s Pivot with Jody Bailey, CTO
Modern CTO25 Aug 2025

Stack Overflow’s Pivot with Jody Bailey, CTO

Today, we're talking to Jody Bailey, CTO of Stack Overflow. We discuss how Stack Overflow is adapting to challenges posed by generative AI, why creating smaller communities within the platform is crucial for user engagement, and how Stack Overflow for Teams is evolving to become an essential part of the development pipeline for companies. All of this right here, right now, on the Modern CTO Podcast! You already know Stack Overflow, but make sure to visit their website here: https://stackoverflow.com

Episoder(883)

The AI Gold Rush and How to Show Up with a Shovel with Puneet Gupta, Founder & CEO of Amberflo

The AI Gold Rush and How to Show Up with a Shovel with Puneet Gupta, Founder & CEO of Amberflo

Today we’re talking to Puneet Gupta, Founder & CEO of Amberflo. Puneet discusses the shift to usage-based pricing driven by generative AI. He explains how Amberflo enables companies to meter AI consum...

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Iron Sharpens Iron: Co-Founder Leadership Lessons with Brendan Cody-Kenny, Co-Founder and Chief Scientist at Sema

Iron Sharpens Iron: Co-Founder Leadership Lessons with Brendan Cody-Kenny, Co-Founder and Chief Scientist at Sema

Today we’re talking to Brendan Cody-Kenny, Co-Founder and Chief Scientist at Sema. Brendan shares with us what he’s learned building a company with his co-founder Matt Van Itallie. We also dive into B...

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Why CTOs Feel Isolated and What To Do About It with Scott Smeester, Founder of CIO Mastermind

Today we’re talking to Scott Smeester, Founder of CIO Mastermind. Scott shares with us his experience of feeling isolated as a technology leader, and how he learned sales skills to expand his leadersh...

14 Mar 202440min

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Why Only 10% of Companies Succeed With AI with Sam Ransbotham, Professor at Boston College

Today we’re talking to Sam Ransbotham, Professor at Boston College. Sam shares with us the reason that the vast majority of companies are falling behind the AI curve, why most people just slap AI onto...

11 Mar 202445min

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Today we’re talking to Rohit Kapoor, EVP CIO at Claire's. Rohit shares his journey from Pizza Hut to a Claire’s, all the while pioneering retail technology. Discover the intersection of fashion, tech,...

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The Power of Partnership in Startup Ecosystems with Gil Feig from Merge & Daniel Marashlian from Drata

The Power of Partnership in Startup Ecosystems with Gil Feig from Merge & Daniel Marashlian from Drata

Today we’re talking to Gil Feig, Co-Founder at Merge, and Daniel Marashlian, Co-Founder & CTO at Drata. Gil and Daniel explore automating compliance, enhancing SaaS support, and the art of building hi...

4 Mar 202446min

Leading Beyond Code: Unpacking Tech Leadership Trials with Noah Cantor, Tech Leadership Coach & Advisor

Leading Beyond Code: Unpacking Tech Leadership Trials with Noah Cantor, Tech Leadership Coach & Advisor

Today we’re talking to Noah Cantor, Tech Leadership Coach & Advisor. Noah discusses his evolution from tech expert to leader, emphasizing adaptability and the blend of technical and soft skills. He un...

29 Feb 202440min

How to talk Cybersecurity with your C-Suite in 2024 with Chris McKie & Matthé Smit from Datto

How to talk Cybersecurity with your C-Suite in 2024 with Chris McKie & Matthé Smit from Datto

Today we’re talking to Chris McKie & Matthé Smit from Datto. We discuss how to have the cybersecurity conversation with c-suite executives, the ransomware threats that aren’t going anywhere anytime so...

26 Feb 202449min

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