

Episode 239: Navigating the AI Shift at Stack Overflow with Jody Bailey
8 snips Aug 27, 2025
Jody Bailey, Chief Product and Technology Officer at Stack Overflow, dives into AI integration and product strategy in a major tech community. He reveals how Stack Overflow tackles the challenges of generative AI while ensuring trust among its users. Jody discusses building a trusted knowledge layer for enterprises and emphasizes maintaining human connection amidst AI advancements. He reflects on the evolving role of technologists and the importance of mentorship for junior talent in an AI-driven landscape, highlighting the balance between innovation and foundational skills.
AI Snips
Chapters
Transcript
Episode notes
Unexpected Return From Retirement
- Jody joined Stack Overflow after planning to retire because a recruiter asked him to talk to the CEO.
- His retirement lasted two months before he started and he began at a company offsite early.
AI Handles The Easy Answers
- Generative AI handles many easy, quick developer questions, reducing traffic for basic queries.
- Stack Overflow remains crucial when developers get stuck and need deeper, human-driven help.
Turn Docs Into Trusted Q&A
- Ingest organizational docs and convert them into Q&A to create a trusted knowledge layer.
- Calculate confidence scores and surface subject matter experts before routing content into AI tools.