Windows

Hardware gets kept because it runs what it’s always run, and the refresh conversation gets deferred because nothing appears broken. The ceiling only shows up when someone tries to do something new on top of it. I had that exact experience last Saturday trying to containerise the apps on my home server. The Plan I’ve been wanting to use containers more outside of just reading about them, so running them at home on something real was the obvious next step. Set up a git repo for version control, VS Code as the editor, and OpenAI’s Codex to handle the agentic coding tasks directly on the machine, so I had everything in place to move quickly on something I hadn’t done before. The plan was to start with one small component and see how it handled it before doing anything else. ...

Most migrations don’t start because someone planned one, they start because half the organisation is already using something unsanctioned and you’re formalising it before it turns into a compliance problem. I’ve seen that across different types of tech, and the failure mode is always the same: the pilot gets all the investment and the rollout gets whatever’s left, which is usually not much. The hard part of a migration is usually the stretch between a successful pilot and a real rollout. ...