He starred as Robin in the series The Smoking Room from 2004 to 2005. In 2005 he starred as Bill Hathaway in the TV series Blessed. From 2011 to 2012 he had a recurring role as Jedrington Secret-Past in the series The Bleak Old Shop of Stuff. From 2011 to 2012 he starred as Dan in the TV series Fresh Meat. In 2013 he starred as Neil Tilly in the TV mini-series Ambassadors. He has also starred in the films Confetti, Magicians, and The Wedding Video. Webb won a BAFTA TV Award for Best Comedy Programme for That Mitchell and Webb Look in 2009.