First off, I hadn't run into Hammerspoon before, so thanks for that - it looks like it might help with some things. Most things I've tried and failed to do inv

First off, I hadn't run into Hammerspoon before, so thanks for that - it looks like it might help with some things. Most things I've tried and failed to do involve silent/background interaction with apps. For example, my company's VPN software doesn't handle sleep well at all, so I wanted to automatically disconnect before sleeping. I couldn't work out how to do it. The Mac Automation stuff (Automator and AppleScript) work if the app supports them, but my experience has been that support isn't necessarily reliable. Electron apps, at least, ignored my attempts last time I tried. I figured out a way to do things using keyboard/mouse automation, but that fails in any context where I'm either actively doing something or where input isn't being accepted (e.g. when the lid is closed or when I'm actively editing code). On Linux I can at generally resort to Stupid X11 Hackery to make that kind of thing happen, though it sometimes needs WM integration if the app isn't cooperating.