Naked City (1958)

S3E22 A Run for the Money

A middle-aged hitman, who carried out his first paid murder at just 14, finds himself on the run from both the mob, which has placed a bounty on his head, and the police. Desperate for cash to escape the country, he recruits a "shooter" to help him win big. However, the skilled gambler he selects is as erratic as the toss of the dice, complicating his plans further.