Jake's most notable role came in the BBC television soap opera EastEnders where he played ladies' man and bad boy Danny Moon. His character first appeared on 30 December 2004 and was driven out of the show by gangster Johnny Allen seven months later. He returned to EastEnders for a brief stint in March 2006 when the character was killed off by brother Jake Moon (played by Joel Beckett) after it was revealed he had killed Dennis Rickman under Johnny Allen's orders.

In a 2005 interview with Now Magazine, while he was still working on EastEnders, Maskall revealed that he was gay, and that he'd been in a relationship for 12 years, saying "it's not a secret".

In May 2006, Jake played Aeneas in Dido (Queen of Carthage) for Angels in the Architecture at the Chapel of St Barnabas in Soho. This production was then revived at Kensington Palace in 2008. In Summer 2006 Jake starred alongside ex EastEnder, Michael Greco, in the independent thriller film Naked in London which is still awaiting an international release date. In November 2006 he starred as Mephistopheles in a modern adaptation of Doctor Faustus by Christopher Marlowe.

In 2008 he appeared in the horror film serial Beyond the Rave.

In 2009 he appeared in adverts for Littlewoods. In 2009, he appeared as Sir Henry Pole for a single episode of the Showtime series, The Tudors. [IMBD]