Touched by an Angel: Season 5, Episode 16
The Man Upstairs (21 Feb. 1999)
A salesman is in Las Vegas to renew an insurance policy with a gambling hotel. Desperate for money for his ailing wife, he gambles all the money he has while waiting for the policy renewal. He ends up selling his soul to the devil.
Director:Peter H. Hunt
Writer:John Masius (creator)