Insightful conversations. Less snark.

Chase Douglas, CEO at Archodex, talks about AI security problems and why re:Invent has become a nightmare. Chase helps companies capture every AI interaction so they don't get in trouble with compliance. Corey and Chase discuss Shadow AI, why Corey runs Claude Code in an account called “Superfund,” and how re:Invent put metal spikes on benches so people couldn't sit down. They also talk about why AWS released fewer announcement than before, and why Chase is finally optimistic about AI coding tools after months of frustration.

Alyss Noland, who works on Cloud Dev Ecosystem at Nvidia, is back on the show to talk about building software with AI when you're not a real developer. Alyss runs a program that gives AI startups access to Nvidia GPUs and uses AI tools herself to build production software at Nvidia. Corey and Alyss discuss using AI to help curate newsletters without actually writing them, why humans still need to check everything, and the weird reality of people developing relationships with chatbots. 

Mike McQuaid, Project Leader of Homebrew, joins Corey Quinn to share how a package manager conceived in a London pub became essential for 10 million Mac users. Homebrew lets you install software with one command instead of downloading files and clicking through installers, maintained by just 30 people who each get $300 a month.

When your website stops working at 3 AM, you need to answer one question fast: Is it my code or is a big cloud provider having problems? Omri Sass from Datadog explains updog.ai, a tool that monitors whether major services like AWS, CloudFlare, and others are actually working. Instead of asking people to report problems like Down Detector does, updog uses real data from thousands of computers to detect when services go down. Omri shares why this took 6 years to build, how they process massive amounts of data with machine learning, and why cloud providers have been strangely upset about these tools existing.

Hunter Leath, CEO of Archil, spent 8 years building Amazon's EFS file storage system, learning exactly why making cloud storage act like a hard drive always fails. Old programs need hard drives, but cloud storage doesn't work like hard drives—a problem that's existed for 20 years.

When AWS has a major outage, what actually happens behind the scenes? Ben Hartshorne, a principal engineer at Honeycomb, joins Corey Quinn to discuss a recent AWS outage and how they kept customer data safe even when their systems couldn't fully work. Ben explains why building services that expect things to break is the only way to survive these outages. Ben also shares how Honeycomb used its own tools to cut their AWS Lambda costs in half by tracking five different things in a spreadsheet and making small changes to all of them.

R. Tyler Croy, a principal engineer at Scribd, joins Corey Quinn to explain what happens when simple tasks cost $100,000. Checking if files are damaged? $100K. Using newer S3 tools? Way too expensive. Normal solutions don't work anymore. Tyler shares how with this much data, you can't just throw money at the problem, but rather you have to engineer your way out.

Corey Quinn sits down with Avery Pennarun, co-founder and CEO of Tailscale, for a deep dive into how the company is reinventing networking for the modern era. From finally making VPNs behave the way they should to tackling AI security with zero-click authentication, Avery shares candid insights on building infrastructure people actually love using, and love talking about.

Most open source companies do the same thing. They take investor money, lock their best features behind paywalls, sell the company, and disappoint everyone. Grokability did something different.

Corey Quinn reconnects with Keith Townsend, founder of The CTO Advisor, for a candid conversation about the massive gap between AI hype and enterprise reality. Keith shares why a biopharma company gave Microsoft Copilot a hard no, and why AI has genuinely 10x’d his personal productivity while Fortune 500 companies treat it like radioactive material. From building apps with Cursor to watching enterprises freeze in fear of being the next AI disaster in the news, Keith and Corey dig into why the tools transforming solo founders and small teams are dead on arrival in the enterprise, and what it'll actually take to bridge that gap.

In this episode of Screaming in the Cloud, Corey Quinn sits down with Rubrik’s GM of AI, Dev Rishi, to unpack the real story behind enterprise AI adoption, the rise of agentic systems, and why most organizations are still stuck in read-only mode. Dev breaks down how Rubrik’s Agent Rewind brings safety, observability, and resilience to AI-driven actions, solving the “Oh no, the agent deleted production data” problem before it happens. From deep learning’s evolution to the massive gap between consumer AI enthusiasm and enterprise risk posture, this conversation is a candid, insightful look at the AI future Global 2000 companies are racing toward… or cautiously tiptoeing into.

André Arko, CEO of Spinel Cooperative and longtime Bundler maintainer, joins Corey Quinn to introduce RV, a new Ruby tool that installs Ruby in one second instead of 10-40 minutes by using precompiled binaries. Inspired by Python's UV, RV aims to simplify Ruby dependency management without the complexity of older tools like RVM and rbenv. They talk about why Ruby isn't actually dead, Apple's problem with shipping a five-year-old end-of-life Ruby in macOS, and the challenges of writing dependency managers in the language they manage. André also shares how he transitioned from a struggling nonprofit model to a cooperative that charges companies for expertise, proving that open source maintainers can build sustainable businesses without relying on donations.