I'm sure there's been quite a few over the years (and I recently completed KIFFLOM, putting some records on and getting a little drunk helped with that one).
Just updated my PSN Fire Pro Wrestling Returns with current rosters and old timey favourites, a good amount of work even though I was using other peoples CAW designs.
When I first got a NES emulator running on an old PC I was determined to beat Bible Adventures via save states. Game was so awful I was chipping away at it over a couple weeks before my computer crashed and I gave up.
I will forever hate Baby Moses.
Back in my SNES days I also took the time to enter all the real player names into make Ken Griffey Jr. Baseball a more authentic experience. Not sure how I got that done in those pre-internet days.