Model 01 Bootloader won't exit

Its been a few years since I updated my firmware, and as I was going through the process and relearning how to do it with my custom firmware, I have gotten myself stuck.

I can enter the bootloader, but it never exits. If I plug the keyboard in without the prog key down, it loads the keyboard correctly (but with old firmware). When I hold down the prog key, and start the flashing process in Chrysalis, or Arduino, the prog key turns red, and never starts the keys flashing red and the firmware doesn’t flash.

If I plug in the keyboard with the prog key down, it never connects to a com port, and the prog key never stops being red.

I even went so far as to remove the enclosure and hit the reset button, but it never connects to a com port, and the prog key never stops being red.

I can’t seem to get the keyboard back into a programmable state. Any help would be greatly appreciated!