What's the most number of times you've beaten a game?

[drbunnig]

All are estimates:

Resident Evil 4 - 30 times (all on GameCube)
Tomb Raider and Tomb Raider II - 25 times each, all secrets (on PS1, PC, and Switch)
Super Mario Bros 3 - 25 times (SNES version, on various consoles)
Super Mario World - 25 times, 96 exits (on various consoles)
Super Mario 64 - 25 times, 120 stars (on various consoles)
Yoshi's Island - 25 times, 100 on all levels (on various consoles)
Super Mario Sunshine - 20 times, 120 Shines (mostly on Gamecube)
Resident Evil 1-3 - 15 times (originals versions, RE1 on PS1, 2-3 on PS1 and Gamecube)
Tomb Raider III - 15 times, all secrets (on PS1, PC and Switch)
Dino Crisis - 10 times (PS1)
Dino Crisis 2 - 10 times (PS1)
Donkey Kong Country - 10 times, 101% (SNES)
Resident Evil (remake) - 10 times (Gamecube)

Then there's something like Tony Hawk's Pro Skater 2 and 3, where I've got 100% on career mode probably 50+ times, although for each individual skater it'll only be 3-4 times at most.