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| Mark Wahlberg | Jim Bennett | |
| George Kennedy | Ed | |
| Jessica Lange | Roberta | |
| John Goodman | Frank | |
| Steve Park | Number 2 | |
| Brie Larson | Amy Phillips | |
| Chil Kong | Blackjack Dealer #1 | |
| Michael Kenneth Williams | Neville Baraka | |
| Amin Joseph | Neville's Bookkeeper | |
| Omar Leyva | Valet | |
| Teebone Mitchell | Neville's Posse | |
| Emory Cohen | Dexter | |
| Da'Vone McDonald | Neville's Muscle | |
| Griffin Cleveland | Young Jim | |
| Anthony Kelley | Lamar Allen | 
| Director | 
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| Producer | Robert Chartoff Irwin Winkler | ||
| Writer | William Monahan James Toback | ||
| Cinematography | Greig Fraser | ||
| Musician | Jon Brion Theo Green | 
|  | Literature professor and gambler Jim Bennett's debt causes him to borrow money from his mother and a loan shark. Further complicating his situation is his relationship with one of his students. Will Bennett risk his life for a second chance? | 
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