Watch The Gambler for Free: How to Stream the Movie Online at 123Movies. . Literature professor Jim Bennett leads a secret life as a high-stakes gambler. Always a risk-taker, Bennett bets it all when he borrows from a gangster and offers his own life as collateral. Staying one step ahead, he pits his creditor against the operator of an illicit gambling ring while garnering the attention of Frank, a paternalistic loan shark. As his relationship with a student deepens, Bennett must risk everything for a second chance.