Don't Start Half Fresh

About this episode

You’ll start with a travel charger that swallows 200-plus countries into one brick, then find out that macOS Tahoe 26.6 is quietly rebuilding your Spotlight index to get ready for macOS 27…and hear the theory on why Apple wants that churn finished before you upgrade. You’ll get talked into finally looking at Raycast (with a nostalgia lap through Quicksilver, LaunchBar, and Alfred), meet Brett Terpstra’s TerminalWidget as the GeekTool replacement you’ve been waiting a decade for, and learn how Paperless-ngx in Docker can run your entire paperless workflow off a Mac or a Synology. There’s Type Switch for anyone living in two keyboard layouts, LibraryThing for the book hoarders, Nixbook for putting an operating system with guardrails on an old Mac, wallet tracker cards that double as digital business cards, and Tailscale Grants so the family you added to your tailnet can’t go wandering your whole network. You’ll also stop fighting the Sonos app and just AirPlay to your speakers, and pick up the Siri fix that ends the “did you mean” death spiral: answer “the first one,” not by repeating yourself. Then it gets real. You’ll sit in on the question every geek eventually faces: Migration