When the warden asks Jake to investigate Romero's drug smuggling operation, Jake and Caleb find themselves caught between the loyalty Jake has sworn to both of them. Meanwhile, Amy is offered a deal by a local mobster who claims he can prove that Hawkins (guest star Gina Gershon) is guilty, but Holt and the rest of the gang think they have a safer plan.
- Absentee Actor: As with the last episode Chelsea Peretti (Gina) is absent in this episode.
- Bittersweet Ending: The Nine-Nine arrest Hawkins and Jake and Rosa are exonerated from prison. However, it's soon revealed that Holt had to make a deal with Seamus, meaning he owes him for something now.
- Blatant Lies: Jake claims Training Day is based on his life. Despite the film being released when Jake was about 20. And Jake claiming to be the experienced officer, not the rookie.
- Call-Back: Straight Holt from Season 4 returns, and his love for heavy breasts.
- Deal with the Devil: A local mobster named Seamus Murphy offers intel that can bring down Hawkins in exchange for a favor. While Holt initially believes that they can do it the cop way, he ends up taking the deal.
- Did I Just Say That Out Loud?: As Jake tries to hide that he's high on meth, there's a close-up of his eyes as he thinks to himself not to let Romero know. A flashback shortly thereafter reveals that he was thinking it out loud.
- Indulgent Fantasy Segue: Rosa jumps through the glass and attacks Hawkins, just like she said she would. Then it turns out she was just imagining it.
- Morton's Fork: Jake's predicament for finding out Romero's drug operation. If he keeps pestering him, he'll get labeled a snitch and Romero will castrate him and kick him to death. If he does nothing, the warden will publicly announce Jake is a snitch and Romero will castrate him and kick him to death. Fortunately, he finds a third option.Caleb: Mmm. Both options sound...
Jake: A little castrate-y? Yeah. That's what I keep bumping up against, too...
- Potty Emergency: An unfortunate side-effect of taking Blizz: diarrhea. Romero tells Jake not be worried about the volume (in both senses of the word).
- Sadistic Choice: Amy can either owe a favor to a known crime boss, or let her boyfriend continue to rot in jail for something he didn't do. She gets to Take a Third Option... because Holt secretly took the deal without telling anyone.
- Sanity Slippage: Solitary did not do wonders for Jake's psyche.
- Spiteful Spit: Hilariously subverted as Jake attempted to spit at the Warden, only for his mouth to be too dry because of the meth in his system.
- Take a Third Option:
- After talking with Caleb, Jake realizes that he needs to approach the drug smuggling problem as a detective. Then he can tell the warden, the warden will stop the smuggling, and Romero will not label Jake a snitch because he never told him.
- Amy doesn't have to leave Jake in prison, or make a deal with Seamus, because Holt secretly contacted Seamus and took the deal himself.
- Taking the Bullet: Caleb steps in front of Romero as he's about to stab Jake and takes the shiv in the gut.
- Wardens Are Evil: The warden clearly doesn't care if Jake gets killed in the process of snitching, even having his death warrant already filled out just in case.
- You Owe Me: Seamus wants Amy to owe him a favour in exchange for his information. Holt ends up owing him when he secretly takes the deal.