While pondering turning an Osborne 1 case into the sleeper gaming PC and whether to use the original CRT I realized that upgrading the keyboard to Bluetooth would be an easy first step. The Osborne keyboard doesn't have any brains, the cable just exposes the raw keyboard matrix making it super easy to patch it into a micro controller. I had an Adafruit Bluefruit 32u4 laying around which happens to be supported by the QMK keyboard firmware project so after a few of hours of mapping pins and debugging I have a sweet new Bluetooth keyboard! The original casing of the keyboard is so bulky that they keyboard cable and microcontroller comfortably fit inside.
Seen here connected an M1 iMac:
Seen here connected an M1 iMac: