Rothbart's father was fired from his job for embezzling money, and later bet his life savings on the Red Sox, losing it all in the 1986 World Series, at which his point his mother left his father. As a result, Rothbart said on "This Is Not Happening with Ari Shaffir" that his father was a bookie for the Gambino Crime Family but claimed to be a music producer. Rothbart would late do random jobs for his father's illegal sports betting office.