Punch-Out!! Hundreds of times beaten
Every 2D Metroid prior to Dread at least 20 times each. I have beaten Dread 5 times since it came out. Wario Land: Super Mario Land 3 must be in the tenths too.
Twilight Princess, Golden Sun 1 and 2 and Kingdom Hearts 1, 2 and CoM at least 10 times each
Pokémon Gold/Crystal, Pokémon Ruby/Emerald and Pokémon HeartGold about 3-5 times each
Xenoblade Chronicles 4 times (one for each version of the game)
Undertale 4 times (PC english, PC spanish, PS4 and Switch)
Bayonetta 2 4 times (2 on Wii U, 2 on Switch)
Final Fantasy VIII 3 times (2 on PS1, 1 on Switch)
Metroid Prime Trilogy 3 times