The cloud is convenient until it isn't. You upload your photos, sync your contacts, click through the cookie banners. Then prices go up again or you read about a family that lost their entire Google account over a medical photo sent to a doctor. At some point, the question shifts from "why would I run this myself?" to "why aren't I?"
My guest this week is Alex Kretzschmar, head of DevRel at Tailscale, longtime host of the Self-Hosted podcast, and co-founder of Linuxserver.io. We cover what self-hosting really means in 2026, the apps worth running yourself like Immich and Home Assistant, why Docker Compose ties it all together, and how Tailscale lets you reach any of it from anywhere, without opening a single port. If you've been thinking about pulling your digital life back behind your own walls, this is your roadmap.
When OpenAI trained GPT-3, they didn't roll their own orchestration layer. They used Ray, an open source Python framework born out of the same Berkeley research lab lineage that gave us Apache Spark. And here's the twist: Ray was originally built for reinforcement learning research, then quietly faded as RL hit a wall. Until ChatGPT showed up. Suddenly reinforcement learning was back, as the post-training step that turns a raw language model into something genuinely useful.
Edward Oakes and Richard Laiw, two founding engineers behind Ray and AnyScale, join me on Talk Python to tell that story. We'll trace Ray from its RISE Lab origins at UC Berkeley to powering some of the largest training runs in the world. We'll talk about what Ray actually is, a distributed execution engine for AI workloads, and how a few lines of Python become work running across hundreds of GPUs. We'll cover Ray Data for multimodal pipelines, the dashboard, the VS Code remote debugger, KubRay for Kubernetes, and where Ray fits alongside Dask, multiprocessing, and asyncio.
If you've ever stared at a single-machine Python script and thought, "there has to be a better way to scale this", this one's for you
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