Webb is also a regular comedy panellist, appearing on shows such as The Bubble, Have I Got News for You, Never Mind the Buzzcocks, QI, Mastermind, Argumental, and Was It Something I Said?

[6][7] Having grown up watching the sitcoms The Young Ones, Blackadder, and Only Fools and Horses, he became interested in drama and poetry while in school, and began writing parodies.

[10][11][2] In 1992, Webb attended Robinson College, Cambridge, where he studied English and became vice-president of the Footlights, where he met David Mitchell.

[5] The two put together their first project, a show about World War I titled Innocent Millions Dead or Dying – A Wry Look at the Post-Apocalyptic Age (With Songs), in January 1995.

[16] In 2001, the duo were commissioned for a sketch show of their own, entitled The Mitchell and Webb Situation, which ran for six episodes on the now defunct channel Play UK.

[15] Mitchell and Webb's next project came in 2003, with starring roles in the Channel 4 sitcom Peep Show, as flatmates Mark Corrigan and Jeremy "Jez" Usbourne respectively.

The show was adapted for television and became That Mitchell and Webb Look; producer Gareth Edwards described it as "the shortest pitch (he had) ever written".

The tour was criticised as just "a succession of largely unrelated scenes" by The Guardian's Brian Logan, who gave it a rating of two stars.

[22] That Mitchell and Webb Look won them the BAFTA for "Best Comedy Programme or Series" at the 2007 awards,[23] and they earned a further nomination for it in 2009.

[33] One journalist called the adverts "worse than not funny", and accused Mitchell and Webb of "an act of grave betrayal" for taking corporate work.

[34] In an interview with The Telegraph, Webb responded to the critics of the Apple adverts, stating that "when someone asks, 'Do you want to do some funny ads for not many days in the year and be paid more than you would be for an entire series of Peep Show?'

[34] Webb has appeared in two series of the BBC Three sitcom The Smoking Room (2004) and the Radio 4 sketch show Concrete Cow.

[35][36] Also in 2008, Webb made his West End stage debut in the UK premiere of Neil LaBute's Fat Pig.

[37] Webb won the 2009 series Let's Dance for the charity Comic Relief, parodying the audition sequence from the film Flashdance.

From 2011 to 2012 Webb replaced Rufus Hound as team captain on the BBC comedy panel show Argumental.

[44] From September 2021 Webb was a contestant in the nineteenth series of Strictly Come Dancing, partnered with professional dancer Dianne Buswell.

"[48] Webb was the invited guest on the Radio 4 long running series Desert Island Discs, hosted by Lauren Laverne in March 2023.

[54][55] In a 2013 interview, Webb explained his experience with the publication: I wasn't particularly busy at the time, so what I should have been doing in three hours, I was taking a day and a half to do, while getting drunk.

A spoken-word adaptation, read by Webb, was featured as BBC Radio 4's Book of the Week to coincide with the launch.

[58] In August 2014, Webb was one of 200 public figures who were signatories to a letter to The Guardian expressing their hope that Scotland would vote to remain part of the United Kingdom in September's referendum on that issue.

[65][68][69] Webb married fellow comedian Abigail Burdess in 2006, with whom he had worked on the BBC Two comedy show The Bleak Old Shop of Stuff.

[71] In a 2008 Independent article, Webb explained that he was a "swaggering atheist" prior to the death of his mother, but that the loss led to him starting to pray.

[3] In 2020, Webb underwent emergency surgery on his heart for a mitral valve prolapse after being diagnosed with the condition at a routine medical check.