Michael Winterbottom to Direct Jack Black in BAILOUT May 13, 2011 Odd pairing team up for recession dramedy. Jack Black will lead the cast of Michael Winterbottom’s latest directorial effort, a dramedy titled ‘Bailout,’ reports Deadline. Jess Walter adapted the screenplay from his 2009 novel ‘The Financial Lives of The Poets.’ The comic and heartfelt story follows the misadventures of Matt Prior, a likable everyman, who loses his job, is crippled with debt and is convinced his wife is having an affair with an old boyfriend she rediscovered during her lengthy nightly Facebook sessions. He’s two weeks from losing his home when he meets two losers at the supermarket who offer illegal moneymaking opportunity and his last chance to save himself. The movie begins lensing in August.