In this No Dumb Questions, Stack's Director of Data Science Michael Foree teaches Phoebe about AI context, context engineering, and what she can do to become a better context engineer.
Live from Snowflake Summit, Ryan talks with Snowflake’s Head of Developer Experience Umesh Unnikrishnan about the industry-wide shift from “vibe coding” for quick prototypes to agentic engineering for enterprise-ready software, how enterprises can scale governance with guardrails like human-in-the-loop approval and control layers that go beyond the underlying LLM, and why Umesh predicts all developers will become someday become full-stack builders.
At MS Build, Ryan is joined by Cassidy Williams, Senior Director of Developer Advocacy at GitHub and former Stack Overflow Podcast host, to discuss how agentic coding is shifting dev work towards higher-level strategy while increasing decision fatigue; why human taste, community feedback, and mentorship are becoming more essential than ever for developer careers; and the new GitHub Copilot announcements coming out of Microsoft, including the new GitHub Copilot app.
Live from Microsoft Build, Ryan is joined by Jay Parikh, Microsoft’s VP of AI Core, for a conversation on what enterprises need to build, deploy, and run AI agents at scale with demonstrable ROI; how Microsoft built an end-to-end agent development system that goes past just the harness; and how you can evaluate for reliability and correctness in models that get more intelligent and autonomous everyday.
Ryan welcomes Saahil Jain, CTO of You.com, to discuss why building agents with a 2024 mindset is a mistake as modern models improve at long-horizon tasks, why heavy orchestration layers can hurt model performance more than help it, and why the 2026 competitive edge actually comes from information retrieval and unique data paired with end-to-end evaluation.
Ryan sits down with Frank Portman, CTO at Yobi, to talk about why next-token prediction, though great for language, isn’t the right inductive bias for forecasting human behavior. They discuss how Yobi builds a “foundation model of behavior” using transformers and graph neural networks instead of chat-style LLMs, and what it takes to run millions of personalization decisions per second while keeping consumer data private.
Ryan sits down with Anish Agarwal, CEO and co-founder of Traversal, to chat about why AI coding agents have made writing code easier but running it safely in production harder, why production failures are really caused by interactions between systems and not just the code itself, and how teams can troubleshoot more effectively when traditional observability tools are not enough for agentic AI workflows.
Ryan welcomes Trisha Gee, a Java champion and developer productivity advocate, to explore how AI is transforming the role of IDEs and the broader developer experience; the relevance of traditional tools, muscle memory, the risks of hype; and how to adapt workflows for AI-driven development.
Ryan welcomes Bryan Clark, director of product for Lakebase at Databricks, to discuss what happens when AI agents become the primary creators and users of databases; why agents are “sloppy” about cleaning up infrastructure; and how database branching, scale-to-zero, and centralized access control can help teams keep up with agent-driven development.
Ryan welcomes back Tanya Janca, now part of the OWASP Top 10 team, to discuss what changed in the latest OWASP Top 10 release, how the list shifted from “outdated components” to a broader software supply chain focus, and why they added memory safety and vibe-coding as awareness items.
In this two-for-one special recorded at HumanX, Ryan is joined by Dataiku’s Florian Douetteau to chat about the governance, orchestration, and data requirements for serious agentic systems and 1Password’s Nancy Wang for a conversation on making agent swarms secure.
In this two-for-one episode recorded at HumanX, Ryan is first joined by Christine Yen, CEO of Honeycomb, to discuss how AI compresses the software development lifecycle, making observability about capturing the right telemetry. Then, Spiros Xanthos, founder and CEO of Resolve AI, shares with us how AI coding increases code volume but decreases human intuition, making production operations harder than ever.
Here's the lowdown on all the tech from 2025 that you, dear Zoomer, should know about.
Ryan welcomes back the mighty Scott Hanselman, VP of Developer Community at Microsoft, for a crossover episode about all things vibe coding.
Ryan is joined by Vanessa Lee, VP of Product at Shopify, to discuss how AI is a tech renaissance and how these new technologies are affecting the ecommerce world. They cover the development of Sidekick, along with the general challenges of building AI tools, the importance of maintaining human oversight in AI, and what the future holds for personalized user experiences in ecommerce.
Ryan sits down with Corey Quinn, Chief Cloud Economist at Duckbill, at AWS re:Invent to get Corey’s patented snarky take on all the happenings from the conference.
Ryan is joined by Stack Overflow’s CEO Prashanth Chandrasekar and Director of Data Science Michael Foree on the floor at re:Invent to discuss all they’ve seen and heard at the event, from the future of AI agents to the trust issues the enterprise has around AI and the impact of AI and robotics on the job market.
HP‘s Distinguished Technologist Evan Scheessele shares how better knowledge access is allowing HP to experiment and modernize their software development lifecycle with the help of the Stack Internal MCP Server.
There's a distinct shift in how enterprises are talking about their AI solutions. Speed and flashiness are giving way to steadier, slower, more focused AI strategies for companies, where market fit and proof points are more important than ever.
Ryan welcomes Assaf Elovic, head of AI at monday.com, to discuss creating AI tools that users will actually adopt, how they created their Monday Sidekick agent with the user experience in mind, and the opportunities that AI creates for better productivity and more efficiency.
Ryan welcomes Benjamin Klieger, lead engineer at Groq, to explore the infrastructure behind AI agents, how you can turn a one-minute agent into a ten-second agent, and how they used fast inference and effective evals to build their efficient and reliable Compound agent.
Ryan welcomes Tom Moor, head of engineering at Linear, to discuss AI agents’ mixed results for productivity in the development lifecycle, the importance of context for maximizing agents’ effectiveness, and the role that junior developers need to take in a world increasingly driven by AI.
Ryan is joined by Spiros Xanthos, CEO and founder of Resolve AI, to talk about the future of AI agents in incident management and troubleshooting, the challenges of maintaining complex software systems with traditional runbooks, and the changing role of developers in an AI-driven world.
Ryan welcomes John Dickerson, CEO of Mozilla.ai, to talk about the evolving landscape of AI agents, the role of open source in keeping the tech ecosystem healthy, the challenges OS communities have faced with the rise of AI, and the implications of data privacy and user choice in the age of multi-agent AI systems.
