Jimmy Akingbola a national tour. He played opposite Roger Lloyd-Pack and Shaun Evans in Joe Penhall's award-winning play; it was directed by Kathy Burke. Akingbola later went on to star in "The Cut" at the Donmar Warehouse opposite Ian McKellen, directed by Michael Grandage. Additional roles include Akingbola playing anti-hero Jimmy Porter in the John Osborne play of "Look Back in Anger" at the Jermyn Street Theatre in July 2008; he was the first black actor to play the role. The same year he played the title role of "Othello" for the company Frantic Assembly, which received a TMA Award. Akingbola’s television
John Osborne he drifted to the libertarian, unorganized right, considering himself "a radical who hates change". Osborne had many affairs over the course of his life and frequently mistreated his wives and lovers. He was married five times, with all except his final marriage being unhappy unions. His wives and lovers were not always kept apart, either. In his 2006 biography, John Heilpern describes at length a holiday in Valbonne, France, in 1961, that Osborne shared with Tony Richardson, a distraught George Devine, and others. Feigning bafflement over the romantic entanglements of the time, Heilpern writes: In Volume 1 of his autobiography