Out of the 12 currently planned seasons, there can be up to 24 winners from the current cast. That means that almost HALF of all the characters are going to win at some point (runner-up is still winning). However, some winners may win twice, but as of October 2013 that has never happened.
If you won, then make sure to add this to your userpage!
This user's character has won a season! Not many characters can achieve this! :D
This user's character has made it to the Final 2 in a season!