The Runner (1999)
The Runner is a 1999 crime thriller film starring Ron Eldard and Courteney Cox. It was directed by Ron Moler. In the film, a young man (Ron Eldard) with a gambling addiction has managed to get himself into serious debt by losing all his money. In an effort to pay off the bookies, his uncle pulls few strings and gets him a job working for a gangster named Deepthroat (played by John Goodman), who needs a "runner" to place bets with various bookies. The gangster keeps his new "runner" on a short leash and, for the most part, the young gambler behaves himself. However, the temptation of walking around with large sums of cash proves too great, and the "runner" puts both his job and his survival on the line when he dips into his boss' funds to buy a ring for his girlfriend, played by Cox.
More at Wikipedia.