Every time Apple forces you to update

I used my first Wacom tablet for a long time. 15 years or so?

It used serial port. Kids these days often don't know about serial ports, I guess.

Linux support was rock solid though, all the way. (Edit: however, I think toward the end they basically said "serial tablets are unsupported now, but you can try to enable the support and recompile and see if it still works")