Solitary Man (2009)

Ben Kalman is aging: he has heart problems, his marriage is over, he's lost a fortune after being caught cutting corners in his East Coast car business, and he's sleeping with as many women as possible - the younger the better. He's chosen his current girlfriend, Jordan, because her father can help him get a new auto dealership; she's asked him to escort her daughter, Allyson, 18, on a visit to a Boston college campus. He behaves badly, and there are consequences to his love life, his finances, and his relationship with his daughter and grandson. Is there anywhere he can turn?