The Last New Yorker (2007)

Lenny (Chianese) is a small-time investor who's always managed by rolling the dice on Wall Street, but he just can't keep up with the times. When his luck finally runs out, his best friend Ruben (Latessa) hatches a plan to get them both out of town. But Lenny's not going anywhere. He's got two last rolls of the dice: one for the money, and one for the love of a beautiful mystery woman (Chalfant)