Recorded at OpenAI Dev Day 2026, Ryan sits down with Andrew Ambrosino, member of the technical staff at OpenAI, for a conversation on OpenAI's strategy for merging ChatGPT and Codex into a unified experience, the advantages of localized computer access in their successful desktop application, and the technical hurdles of constructing ChatGPT Spaces to support real-time multi-agent collaboration.
Ryan is joined by Gabriela Moreira, CEO at Quint, about why formal specification languages like TLA+ are essential for catching system design flaws before writing code, how Quint brings developer-friendly syntax and executability to formal methods, and the ways trace validation and model-based testing can verify AI-generated code against real-world production data.
Ryan sits down with Josh Triplett, member of the Rust Leadership Team at the Rust Project, to chat about how the borrow checker delivers compile-time memory safety without garbage collection overhead, why Rust consistently ranks as developers' most loved language by providing psychological safety for complex systems, and how strict compiler constraints make Rust an ideal target for AI coding agents.
Ryan is joined by Yanbing Li, Chief Product Officer at Datadog, to talk about applying observability to non-deterministic AI agents, blurring the boundaries between software development and production workflows, and navigating emerging challenges in AI security and tokenomics.
Ryan chats with Erin Yepis, Senior Analyst at Stack Overflow, about the results from this year’s Annual Developer Survey, including the overwhelming daily usage of AI coding assistants despite lingering developer trust issues, the critical role of well-organized documentation in providing verifiable context to mitigate AI hallucinations, and the evolving ways developers are shifting away from active community posting in favor of passive knowledge consumption.
Ryan chats with Julien Verlaguet, CEO at Skip Labs, about finding the balance between human tolerance and tooling constraints, the spectrum of typed programming languages, and building cost-effective tooling for AI agents.
Ryan sits down with Div Garg, CEO at AGI Inc., to talk about running AI agents entirely on mobile devices, optimizing models for edge computing chips, and building safety mechanisms into autonomous app interactions.
Ryan chats with David Burns, Head of Developer Advocacy and Open Source at BrowserStack, about the value of professional skepticism in an AI-driven world, applying test-driven development to agentic engineering, and why fixing flaky tests comes down to managing application state.
Ryan chats with Anush Elangovan, VP of Software at AMD, about ROCm's open-source unified toolchain for GPUs, how agentic AI is drastically lowering the barrier to entry for low-level hardware programming, and the rapid convergence of software and hardware development timelines.
From the floor of the Ai4 conference, Ryan sits down with Tim O'Reilly, founder and CEO at O'Reilly Media, to talk about the role of books as user interfaces to knowledge, the power of "magic words" to extract better outputs from AI, and why human taste is becoming highly valuable as knowledge becomes a commodity.
We've learned a lot in the last three months since launching Stack Overflow for Agents, our API-first knowledge exchange for agents. Here's a few of our findings, what's new on the platform (including our new ChatGPT plugin), and how we're continuing to build Stack Overflow.
From the floor of the Ai4 conference, Ryan chats with Kevin Frazier, director of the AI Innovation and Law program at the University of Texas School of Law, about the legal and social impacts of data centers, the realities of workforce disruption, and regulating AI for child safety using existing consumer protection laws.
From the floor of the Ai4 conference, Ryan chats with Sam Curry, CSO at Zscaler, about where human intelligence sits in the new security landscape with AI, why shifting security protections closer to applications helps limit probes for vulnerabilities, and why building more resilient code infrastructure is the best way to address the vulnerabilities AI does discover.
From the floor of the Ai4 conference, Ryan chats with Greg Jennings, VP of Engineering for AI Products at Anaconda, about what it takes to build a secure-by-default AI coding agent, why prompts shouldn't be treated as strict security guardrails, and how Anaconda is using strategic acquisitions to secure the AI software supply chain.
Ryan chats with Leo de Moura, Senior Principal Applied Scientist at AWS and the creator of the Lean language, about proving correctness in AI agents with the Lean language, how automated reasoning complements probabilistic AI models, and the use of AI for continuous code optimization.
Ryan is joined by Praveen Bodigutla, Principal AI Researcher at LinkedIn, to chat about the four-layer memory system his team built to give LinkedIn's hiring assistant a persistent, personalized state.
Ryan chats with Brian Alvey, CTO at WordPress VIP, about how AI agents are changing the business models of the web, what parts of how we build our sites won’t survive our current digital evolution, and why your site will always need structured content.
Ryan welcomes Suneet Malhotra, Senior Manager of Test Engineering at Motorola Solutions, to chat about building end-to-end agentic SDLC pipelines using MCPs, using Cohen’s kappa to evaluate multiple LLMs-as-judges, and how you can improve requirements by shifting QA left through a specification enrichment stage immediately after the design phase.
In this No Dumb Questions, Phoebe asks Stack’s Engineering Manager Doug Whitley and Product Manager Ash Zade everything she wants to know about AI context architecture. What exactly is it? Why is it so important? What makes for good AI context architecture? Why buy one when you can build your own?
Ryan welcomes Meryll Blanchet, Director of Engineering for Adobe Brand Visibility, to chat about Adobe’s recent acquisition of Semrush, how Adobe Brand Visibility was born from Semrush’s AI visibility product and Adobe’s LLM Optimizer, and how Adobe used a three-day internal hackathon instead of a large-scale infrastructure integration to quickly deliver value to customers.
Ryan is joined by Coder’s Rob Whiteley to chat about why tokenmaxxing isn’t proving real value and just triggering Goodhart’s Law, how release speed and PR merges can help you measure agentic outcomes with or without a human-in-the-loop, and what the democratization of skills means for junior developers and the talent pipeline.
Ryan welcomes McLaren Stanley, Senior Principal Engineer for Amazon Stores, to discuss what it actually takes to make teams AI native, why agentic engineering is shifting code bottlenecks downstream to testing and deployment, and why robust validation is essential to build trust and enable “fearless commits.”
Ryan welcomes WPEngine CTO Ramadass Prabakar to the show to chat about what happens—and what we should do—when agents start acting like humans online, how our internet is evolving to serve both human and agentic experiences from the same interface, and what we can do to differentiate and protect human actions online from malicious bot activity.
Introducing new Stack Internal capabilities as part of our upcoming platform experience. Our latest release turns your existing foundation of knowledge into enterprise memory that your people, teams, and AI agents can act on. Learn how we’re building the trust layer for enterprise AI.
