Jim Pomatter is known for his bad decisions, but he is sure that Jenna Hunterson wasn't one of them. It's now been five years since they last saw each other. Jim has been married to Francine, has had a successful career becoming the head of his department, and somewhat becoming the town's celebrity. But, something was missing from his perfect life that he couldn't put his finger on. He leaps at a chance to fix the mistakes he made, but runs run into new ones. Will his decisions lead him to something better than what he has, or lead him somewhere worse?