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 in any mode.
Won the game in any mode with a 100% rating.
Traversed every room.
Lost the game in any mode.
Collected every money bag.
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.
Acquired the Spider Gloves.
Acquired the Springheel Boots.
Acquired the Cerulean Aura.
Acquired the Crimson Aura.
Died once.
Won the game while wearing sunglasses.
Won the game as a cat.
Won the game in any mode in under ten minutes.