[citation needed] He was brought up near Taunton on the Somerset Levels, and attended Richard Huish College; he did not study at a university.
[13] In October 2023, The Times launched a weekly podcast called How To Win An Election, presented by Chorley and featuring the former political strategists Peter Mandelson, Danny Finkelstein, and Polly Mackenzie as recurring guests.
[14] In June 2020, Chorley stepped back from writing the newsletter, to present the mid-morning slot at the newly-launched Times Radio from 10am to 1pm, Monday to Thursday.
[19] In parallel to his early journalistic career in Somerset, Chorley formed part of a comedy trio called Big Day Out, alongside friends Lewis Georgeson and William Kenning.
[3] When Chorley left Somerset for London in 2005, his decision was influenced by wanting to spend more time focusing on the comedy sketch group, which had already enjoyed sold-out shows in the capital.
[12][22] In 2023, Chorley published a book titled, Planes, Trains and Toilet Doors: 50 Places That Changed British Politics.
[23] The book focuses on unique places outside the traditional corridors of power in Whitehall, that reportedly changed the course of British politics.
[5] At the 2020 London Press Club, Chorley won 'digital journalist of the year' for his Red Box newsletter and podcast for The Times.