After college, Daly moved to New York City, where he performed, along with Andy Secunda, in the sketch comedy duo The Two Andys, which appeared at the 1999
Aspen Comedy Festival. He was also a part of the Mainstage company at
Chicago City Limits as an improvisational actor. When the
Upright Citizens Brigade relocated to New York from Chicago in 1996, Daly was one of the first New Yorkers to study improvisation with the group and performed in many of the earliest shows produced by the UCB. He was a member of the long-form improvisation group The Swarm, which was assembled and directed by
Amy Poehler.
Television During the late 1990s, Daly appeared frequently in sketches on ''
Late Night with Conan O'Brien'' and lent his voice to
Robert Smigel's "
TV Funhouse" cartoons on
Saturday Night Live. In 2000, Daly joined the cast of
MADtv. He was a featured player in the show's sixth season and returned as a full cast member the following season. He next appeared on television in the main cast of Comedy Central's parody news show
Crossballs and later played several different characters on
Reno 911!, recurring as "Brad the Friendly Homeowner". He also worked as a correspondent on
The Showbiz Show with David Spade for all three seasons and as an advocate on both seasons of ''
Lewis Black's Root of All Evil''. In 2007, Daly appeared as a
Benjamin Franklin impersonator in an episode of
The Office entitled "
Ben Franklin". In 2008, Daly joined the cast of the HBO series
Eastbound & Down as Terrence Cutler. That same year, Daly was also the host of a
Match Game revival which never aired. He made frequent appearances on
HBO's
The Life and Times of Tim,
Adult Swim's
Delocated, and
IFC's
Comedy Bang! Bang! as well as
Adventure Time, for which he provided the voices of Wyatt and The King of Ooo. He is also the voice of
Krombopulos Michael on
Rick and Morty, and
Two-Face on
Harley Quinn. Daly appeared in the NBC sitcom
The Paul Reiser Show, which was a midseason replacement for the 2010–11 television season. The show was cancelled after two episodes. Starting in 2014, Daly had guest starred in the
ABC sitcom
Modern Family as Principal Brown and has also played recurring roles on ABC's
Blackish, HBO's
Silicon Valley and
Veep, and NBC's
Trial & Error. From 2014 to 2017, Daly starred in, executive produced, and wrote episodes of the
Comedy Central series
Review, which he co-adapted from the Australian series
Review with Myles Barlow. From 2016 to 2019, Daly appeared in commercials for
CarMax. Ever since 2018, Daly has been the voice of the character Officer Keys in the
Disney Channel animated series
Big City Greens. In 2025, Daly was cast in the television movie
Mountainhead, written by
Succession creator
Jesse Armstrong. He currently hosts the podcast
Bonanas for Bonanza. He is well known for his character Dalton Wilcox, which he has played on
Comedy Bang! Bang! (the
TV show and podcast),
Bonanas for Bonanza,
The Andy Daly Podcast Pilot Project,
Conan, and other shows. ==Personal life==