When Monk's half-brother Jack shows up at his door, he's less than thrilled, especially after learning that Jack has just escaped from prison and is accused of killing a very popular female employee while making his escape.
An exhausted Jesse, coming off a 48-hour stint in the hospital, witnesses a man die in the parking garage. Jesse returns with help only to find the man alive. Everyone believes Jesse to have been delirious.
Monk gets a call from a man who bullied him when he was a kid. He's still affected by it. He's uneasy when he goes to see him. The man wants to hire Monk to follow his wife whom he suspects is hiding something from him.
Desperate to save the parking lot where Trudy was killed from demolition, Monk enlists the help of a sympathetic councilwoman. But when she goes missing, Monk may be forced to deal with her hapless and incapable assistant.
A woman expecting to get engaged on her all-important 30th birthday gets a different surprise after she makes her birthday wish: a glimpse into her future - which doesn't resemble anything she's ever imagined for herself.