A boxer narrowly avoids a bomb, and Stottlemeyer believes it won't be the only attempt with a championship bout coming up. Meantime, Monk splits his time between the case and contemplating retirement when he finds he must pass a fitness exam.
Monk is smitten with an attractive former dancer and when she's accused of murder, he agrees to help her, even though all the evidence points to her, and continues searching... even after she confesses to the crime.
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.
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. Monk accepts to rub his nose in it. And when he follows her he discovers she's hiding something but Monk thinks there's more going on.
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.