He played Gareth Keenan in The Office, Ragetti in the Pirates of the Caribbean franchise, Orell in the HBO series Game of Thrones, and the title role of Worzel Gummidge.
[2][6] Crook's first jobs included working at a Pizza Hut restaurant and at Halfords, where he felt he was "waiting for real life to start".
[7] After moving to London when he was in his early twenties, Crook worked on the comedy circuit, appearing as two characters he created, Mr Bagshawe and Charlie Cheese.
[citation needed] He has starred in three of Tim Plester and Ben Gregor's short films: as Gary Tibbs in Ant Muzak (2002), as Servalan in Blake's Junction 7 (2004), and as Glorious George in World of Wrestling (2006), all released on DVD.
He has done voice-over in the TV series Modern Toss, was featured in I Want Candy as Mr Dulberg, a quirky university professor; and voiced Rolli Bobbler in the English version of an animated film from Finland called Quest for a Heart (original Finnish name Röllin Sydän).
He also provided his voice and movements to a character in Steven Spielberg's The Adventures of Tintin: The Secret of the Unicorn, which began filming in January 2009 and was released in 2011.
[15] Crook starred in Wyndham Price's drama Abraham's Point as Comet Snape and appeared in City of Ember as Looper, and on TV was featured in the documentary Tattoos: A Scarred History (2009).
He also appeared in Big Brother: Celebrity Hijack and the ITV drama Demons (originally titled The Last Van Helsing) as the vampire Gladiolus Hadilus Tradius Thrip.
In January 2009, Crook assisted in the second and third episodes of the third series of the E4 teen drama Skins, where he played psychotic Bristol gangster Johnny White.
Filmed in the countryside of Suffolk and the market town of Framlingham,[19] the show is a gently humorous and affectionate portrayal of a pair of metal-detecting enthusiasts, Andy (Crook) and Lance (Toby Jones), and their colleagues in the fictional Danebury Metal Detecting Club.
He starred in director Ian Rickson's production of The Seagull opposite Kristin Scott Thomas, as the troubled writer Konstantin for which he earned a nomination from the Evening Standard Theatre Awards.
Another revival of the play ran in 2022 at the Apollo Theatre,[26] featuring the creative team from the first production as well as Mark Rylance and Crook in their original roles as Johnny "Rooster" Byron and Ginger.
[27] On 18 April 2010, Crook took part in the fund raising event We Are One, a celebration of tribal peoples, in aid of indigenous rights organisation Survival International, at the Apollo Theatre, Shaftesbury Avenue.
[31][non-primary source needed] Crook appeared as a postman in the music video for Paul McCartney's single "Dance Tonight" alongside actress Natalie Portman.
[33] On 9 April 2010 it was announced that Crook would star in the music video for Slow Club's new single, "Giving Up on Love", after band member Rebecca Taylor wrote to him.
[citation needed] In June 2024 it was announced that Crook would be directing series 2 of Bridget Christie's Channel 4 menopause comedy drama, The Change.