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Broderick attended grade school at City and Country School (a progressive K–8 school in Manhattan) and high school at Walden School (a defunct private school in Manhattan with a strong drama program).
Broderick's first major acting role came in an HB Studio workshop production of playwright Horton Foote's On Valentine's Day, playing opposite his father, who was a friend of Foote's.
Broderick returned to Broadway as a musical star in the 1990s, winning a Tony Award for his performance in How to Succeed in Business Without Really Trying and was nominated for another Tony for his role in the Mel Brooks 2001 stage version of The Producers.
In the latter production, he played Leopold "Leo" Bloom, an accountant who co-produces a musical designed to fail, but which turns out to be successful.
But as host, Andy Cohen pried a little deeper asking, “Did the two of you ever date at all in high school?