Fitzsimmons made his late-night debut in 1996 on the
Late Show with David Letterman. That same year he began hosting
MTV's
Idiot Savants which received a
CableACE Award for Best Game Show Special or Series. Fitzsimmons served as a writer on the first three seasons of
The Ellen DeGeneres Show for which he received one nomination and four
Daytime Emmy Awards. In a 2010 interview with
Howard Stern, he described the work environment as "toxic." A decade later these allegations were substantiated in an exposé by Buzzfeed News citing the experiences of ten former employees. From 2004 to 2009 Fitzsimmons was a regular commentator on
Vh1's
Best Week Ever and from 2010 to 2014 he made over 40 appearances on
Chelsea Lately. Fitzsimmons was a frequent guest on
The Howard Stern Show throughout the late nineties and early 2000s. He was a finalist to replace
Jackie Martling after Martling's departure, a position that ultimately went to
Artie Lange. In 2006, he began hosting
The Greg Fitzsimmons Show on
SiriusXM's
Howard 101. There were several memorable moments over the course of the series including his interview with
Andy Dick that resulted in Dick being banned from the channel over
antisemitic comments toward Stern in 2011. The final episode of
The Greg Fitzsimmons Show aired in 2018. Fitzsimmons has toured the United States as a stand-up comedian and has performed on such programs as
The Tonight Show with Jay Leno,
Late Show with David Letterman, ''
Late Night with Conan O'Brien and Jimmy Kimmel Live!''. In 2013, his one-hour special "Life on Stage" premiered on
Comedy Central. Fitzsimmons hosts a comedy podcast Fitzdog Radio. The show features interviews with celebrities, musical guests and comedians. Listener call-ins are encouraged throughout the show. Guests have included
Zach Galifianakis,
Leslie Jones,
Whitney Cummings and
Judd Apatow. As of August 2023, the series has aired over 1,000 episodes. He also hosts
Sunday Papers with sidekick/producer Mike Gibbons (aka "Gibby") and
Childish with comedian Alison Rosen. ==Writing==