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

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Episoder(911)

#86 Michael Montero - Co-Founder & CTO at Resy

#86 Michael Montero - Co-Founder & CTO at Resy

Today we are talking to Mike Montero, the Co-Founder and CTO of Resy. And we discuss how a company’s culture reflects that of it's leadership, the benefits of in house development,, and how developer...

26 Des 201854min

#85 Dan Hebda - Chief Strategy Officer at Mega

#85 Dan Hebda - Chief Strategy Officer at Mega

Today we are talking to Dan Hebda, the Chief Strategy Officer at Mega. And we discuss how to become useful, trusted and influential. The importance of consistently delivering tangible value, and avoi...

19 Des 201849min

#84 Richard Billington - CTO at MatsSoft

#84 Richard Billington - CTO at MatsSoft

Today we are talking to Richard Billington, the CTO of MatsSoft. And we discuss Advice for CTOs going through the acquisition process, hiring people who are better than you, and the importance of ret...

12 Des 201854min

#83 Sam Babic - VP & Chief Software Architect at Hyland

#83 Sam Babic - VP & Chief Software Architect at Hyland

Today we are talking to Sam Babic, the Chief Software Architect at Hyland. And we discuss how to break introverted habits, learning through osmosis and the formula for earning respect. All of this r...

5 Des 201846min

#82 Maarten Wensveen - CTO at Cimpress

#82 Maarten Wensveen - CTO at Cimpress

Today we are talking to Maarten Wensveen, the CTO at Cimpress. And we discuss creating an atmosphere where an individual can make an impact, learning new areas of the business when you transition in ...

28 Nov 201845min

#81 Nick Veenhof - CTO at Dropsolid

#81 Nick Veenhof - CTO at Dropsolid

Today we are talking to Nick Veenhof, the CTO of Dropsolid. And we discuss making the transition from startup to enterprise, organizing your teams around people rather than projects and connecting th...

21 Nov 201836min

#80 Mitch VanDuyn - CTO of CatPrint

#80 Mitch VanDuyn - CTO of CatPrint

Today we are talking to Mitch VanDuyn the Founder and CTO at CatPrint. And we discuss creating a community environment at work, bringing up developers from within your company, and Mitch’s claim to fa...

14 Nov 201852min

#79 Mark Goldin - CTO of Cornerstone OnDemand

#79 Mark Goldin - CTO of Cornerstone OnDemand

Today we are talking to Mark Goldin, the CTO of Cornerstone on Demand. And we discuss, communicating value effectively, bouncing ideas off of your peers, and optimizing your people by finding out wha...

7 Nov 201844min

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