Updated through Double Agents. I was curious who the Greatest Challenger of All Time is. I have heard Johnny Bananas several times just because he has the most wins, but lots of those were with a team. So, I decided to calculate the Challenge GOAT by weighing the wins. Number of contestants/number of winners gets you the number of points. For example, in the earlier seasons, there were 12 contestants overall, 6 people won, so they got 2 points. Turbo won singlehandedly in a 34 person season, giving him the all-time season high of 34 points. Jordan, Dee, Rogan, and CT got 8 points for their win in Wot2, as there were 32 competitors. These are the cumulative totals of all EIGHTY SEVEN people who have won the Challenge. For the Spring Break Challenge, I couldn't find the names of all the winners. However, it shouldn't matter too much, because Susie and Camila were the only ones to appear on other challenges.
