I made one that's about as "old school" as you can get - a self-programmed version of Celebrity Sweepstakes playable on pretty much any "big iron" computer that had a Fortran compiler; this would have been back around 1975. Each position, except for #4 (always Carol Wayne, of course), had one of two random celebrities; the game was played normally, but odds were set more or less randomly and there were no actual "questions" - instead, a number from 1 to 100 was randomly chosen, and if it was greater than the celebrity's odds, they answered it correctly. (That was a serious flaw, in that the favorite would always have the correct answer if the question wasn't scratched.)