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.