In 2013, Herring won the Chortle Award for his "Leicester Square Theatre Podcast", which again won the award in 2014. In 2012 he had recorded the first 16 episodes of the long-running "Richard Herring's Leicester Square Theatre Podcast" with guests including Tim Minchin, Stewart Lee, Adam Buxton, David Mitchell and Armando Iannucci. It was nominated for a Sony Award for Best Comedy alongside a list of BBC produced comedy shows in 2013. The show won the Bronze Award. In May and June 2013 he recorded nine podcasts with guests including Stephen Fry, Russell Brand and Mary Beard. His interview with Stephen Fry, was covered by national and international news media including the BBC and Sky News when Fry revealed a recent suicide attempt. The series continued with Harry Shearer, Eddie Izzard and David Cross.