Between 1984 and 1989 Longworth was part of a double-act, The Rubber Bishops with Bill Bailey, a former school friend from Bath. Toby left in 1989 to join the RSC. He was later a regular performer on the radio comedy Week Ending.
Longworth has appeared in many TV series including The Legacy of Reginald Perrin, Nathan Barley, Nighty Night, The IT Crowd and Extras. Most recently he has appeared in The Stand Up Sketch Show (2019) and Breeders (2020). In 2022 he appeared in the first episode of Series 4 of Ghosts.
Longworth provided the voices of Lott Dod and Gragra in Star Wars: Episode I – The Phantom Menace. He can also be heard in The Hitchhiker's Guide to the Galaxy Tertiary to Quintessential Phases and Hexagonal Phase, as Wowbagger and Prostetnic Vogon Jeltz.

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