Here is the full list of all 14 Teddy Floppy Ear - The Race achievements. It takes around 5-6 hours to unlock all of the achievements on Windows.
Win all Time Attacks on nightly tracks.
Win the World Class League.
Win all races in the Semi-Pro League.
Win all Time Attacks on daily tracks.
Win all races in the Pro League.
Win the Large Cup.
Win all Collectors Slaloms to unlock this achievement.
Win the Medium Cup.
Win a Single Race.
Win a Single Race on an Expert level.
Finish a race without using any powerups.
Win the Little Cup.
Win all races in the Amateur League.
Use a shortcut on any of the tracks.