Roskell had his first acting role in the ITV miniseries Mobile in 2007; the following year, he was part of the main cast of TV series The Revenge Files of Alistair Fury, broadcast by BBC One and the CBBC Channel; he played the role of Aaron Pryce, a friend of main character Alistair Fury (played by Jonathan Mason). In 2010, Roskell branched out into theatre following a successful audition for the musical Her Benny, adapted from the eponymous Victorian novel (1879) about Liverpool street children by Silas Hocking. Roskell played Perks, one of the street children, over the show's October run at the Theatre Royal in St Helens.