This is my problem. I did find a programmable keyboard at one point that actually stores config within the hardware, so you could store hotkeys and move between

This is my problem. I did find a programmable keyboard at one point that actually stores config within the hardware, so you could store hotkeys and move between OS's, but most of these sorts of things require installations and some kind of platform-specific config. I gave up using my macro keyboard professionally after taking on a client that uses Macs, with which it isn't compatible. Agreed with your last point though. If your environment is stable it can definitely help.