When Jake's investigation into a philanthropic leader is shut down, he turns to Amy and reluctant Capt. Holt for help; premarital problems leave Charles devastated.
During a weekend off, Jake decides to tackle a cold case that everyone thinks is unsolvable; Amy plans a trip with Teddy (Kyle Bornheimer); Rosa and Gina share a secret with Charles.
After his undercover FBI operation ends successfully, Jake learns one mobster got away and asks Charles for help; Holt's practice drills test the squad's patience.
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