In the mid-1950s, Jack Dayton flees his working-class prospects in Omaha and heads to Hollywood, convinced he’ll be the next James Dean. But sleazy casting couches don't earn him stardom, and despair leads to a series of poor decisions that ultimately find him at a cheap motel off Route 66, lifeless at the bottom of the pool. Sixty years later, Tag Manning, feeling hopeless and empty, flees his most recent relationship mistake and takes to the open road. On a roundabout route to Las Vegas, he pulls over to rest at an isolated spot on Route 66. There’s no longer a motel or pool, but when Tag resumes his journey to Vegas, he finds he’s transporting a hitchhiking ghost. Jack and Tag come to find much-needed friends in each other, but one man is a phantom and the other is strangely cursed. Time is running out for each of them, and they must face the fact that a future together may not only be a gamble... it may not be in the cards.