Leo throws a book and a whoopee cushion
Here's a description of the contestant's attempt. Someone's probably working on collecting some images to illustrate it.
In the first round, Leo chooses to throw a black book, which ends up being the second furthest item from the target. In the second round, he chooses to throw the whoopee cushion, and throws last. The whoopee cushion ends up being the median distance away from the target, so he wins the task.
(Written by Karl Craven)