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Ferrell joined Saturday Night Live in 1995. He had planned to perform a comedy bit to win a spot on the show from producer Lorne Michaels who traditionally sits down for a final interview with prospective cast members. It was Will's idea to arrive with a suitcase full of monopoly money and say, "I'm prepared to do anything to be on this show, Mr. Michaels." After bringing the suitcase to the audition and subsequent meetings, it became apparent that there would be no need for the suitcase bit and Will aborted the idea. His original characters included "Morning Latte" co-host Tom Wilkins, Ed the Horse's twin brother Ned, music teacher Marty Culp, Spartan cheerleader Craig Buchanan, Dale Sturtevant "Dissing Your Dog", and night clubber Steve Butabi in a sketch that went to the big screen in 1998's A Night at the Roxbury. Ferrell returned to Saturday Night Live as a guest host on May 14, 2005. In one sketch, he reprised his role as Robert Goulet, advertising a series of crooned ringtones. Also on the same episode, during the performance of the song "Little Sister" by musical guests Queens of the Stone Age, Ferrell came onstage playing the cowbell: this was in reference to a famous 2000 sketch in which he portrayed Gene Frenkle, a fictional member of Blue Öyster Cult, as the band recorded "(Don't Fear) The Reaper". He also reprised his famous role as Alex Trebek in a parody of Celebrity Jeopardy! with Darrell Hammond also reprising his role as Sean Connery, Kenan Thompson as Bill Cosby, and Amy Poehler as Sharon Osbourne.
In 2004, Ferrell hosted the USC School of Cinema-Television"s 75th Anniversary Gala, where his alma mater was recognized as the first educational institution of its kind in the country.
On July 17, 2006, Ferrell threw the second pitch of the night at Fenway Park for the Boston Red Sox game against the Kansas City Royals, performing an impersonation of former Sox pitcher Luis Tiant.
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A.W - Corporate Event - Atlantic City and Baltimore (Lionel Richie, Donna Summer)