Cast: Barry Manilow, Chevy Chase, George Schlatter, Phyllis Diller, Rita Rudner
Synopsis:
On the cusp of stardom, standup comic Maija DiGiorgio suffered an emotional breakdown while performing before a room packed with a number of the comedy industry’s head honchos — whom were on the receiving end of DiGiorgio’s obscenity-laced outburst — at the Aspen Comedy Festival. Subsequently faced with a nearly industry-wide blacklisting as a result, the comic (and film school graduate) came upon the idea of creating a film journal to document her struggles within the industry, as well as within her own psyche. The result is Bitter Jester, DiGiorgio’s 2003 film that started as a document of self-examination and evolved into an examination of success and achievement within the standup circuit. Greatly assisted by the contacts and prestige of executive producer Richard Belzer — a friend and former employer of DiGiorgio’s boyfriend and co-conspirator Kenny Simmons — DiGiorgio proceeds to gain access to a surprising berth of comedy legends, including Chevy Chase, Richard Pryor, Phyllis Diller, Whoopi Goldberg, and George Carlin, all of whom dispense insightful and sometimes surprising opinions about their individual achievements.