Leonard is a contestant in Ridonculous Roleplay. He participates in one season of the series, placing third in "Wawanakwa".

During his time in "Wawanakwa", Leonard is placed on the Confused Bears. He initially avoids interacting with the other contestants but later goes on to befriend mostly all of his peers. His stretch in the competition comes to an end when he is defeated by Rodney and Samey in the season's final challenge. Leonard is last seen in "Go Win or Go Home" celebrating with the other contestants after Don is forced to take the Flush of Shame.

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