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 Time Attacks on daily tracks.
Win all Collectors Slaloms to unlock this achievement.
Win all races in the Pro League.
Win all races in the Semi-Pro League.
Win the Large Cup.
Win the Medium Cup.
Win the Little Cup.
Win all races in the Amateur League.
Win a Single Race on an Expert level.
Finish a race without using any powerups.
Win a Single Race.
Use a shortcut on any of the tracks.