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30. Ferguson W. Darling (Jason Zimbler) on 'Clarissa Explains It All' - Now
Age: 39
What He's Been Doing: Zimbler has done big things since playing the money-obsessed younger brother on Clarissa Explains It All. He graduated from Notre Dame in 1998, started his own theater company in 2007, and has worked for HBO as a software designer since 2009.