Solitary Man (2010)

Solitary Man tells the story of Ben Kalmen, a fifty-something New Yorker and former successful car dealer, who through his own bad choices lost his entire business. When the film opens, Ben's on the verge of a comeback, but some of the same motivations that led to his demise are threatening to take him down again. He's divorced from Nancy, his college sweetheart and the one person who knows him better than anyone. Although he still finds the time to hang out with his daughter Susan and his adoring grandson, she breaks off contact when she discovers he's seeing one of her friends. His girlfriend Jordan is the daughter of a very influential businessman who's on the board of a major auto manufacturer. If Ben can just keep his hubris in check for a little while longer, he will be back as big as ever. But circumstances place him in very close proximity with the one girl he shouldn’t touch, throwing everything into jeopardy.