Here is the full list of all 15 You Have to Win the Game achievements. It takes around 5-6 hours to unlock all of the achievements on Windows.
Won the game while wearing sunglasses.
Won the game in any mode in under ten minutes.
Won the game as a cat.
Won the game in any mode with a 100% rating.
Collected every money bag.
Won the game in any mode.
Traversed every room.
Found Sammy and Lara a.k.a. Princess Boopypoo and the Countess von Flufflebutts a.k.a. I put my cats in a video game because I am five years old.
Lost the game in any mode.
Acquired the Spider Gloves.
Acquired the Springheel Boots.
Acquired the Crimson Aura.
Acquired the Cerulean Aura.
Died once.