Quote from the episode Operation Broken Feather
Sergeant Jeffords: So we have good news, and we have bad news.
Charles: My Nana always said, "Bad news first because the good news is probably a lie." Fun fact: she made me cry a lot.
Quote from the episode The Big House Pt.1
Sergeant Jeffords: Boyle! Were you dreaming about Jake again?
Charles: Why did you wake me up?! I told you never to wake me up!
Quote from the episode Into the Woods
Charles: Is the equipment secure?
Jake: Check.
Charles: Weapon loaded?
Jake: Check.
Charles: Did you have breakfast?
Jake: What? That's not on the checklist.
Charles: I added it because I care about you.
Jake: No, I did not have breakfast.
Charles: Unacceptable. Look in your pocket.
Jake: Hey, there's little chocolate chips in this.
Charles: Yeah, I'm not an idiot. I know how to trick my best friend into eating his fiber.
Quote from Captain Holt
Captain Holt: Yes, yes, come to papa. Raise it a grand! Call. Raise. A pair of candy canes. I'm all in, baby.
Jake: What are you doing, sir?
Captain Holt: Working the case. Sharpening my poker skills for Valdano.
Jake: Mm-hmm, mm-hmm, and why are you watching this children's beauty pageant?
Captain Holt: For fun, obviously. No, Jayla, don't drop the baton. No, I had so much riding on you!
Quote from Captain Holt
Jake: It was the "shouldn't've" that finally tipped me off. I've never heard you use a double contraction before.
Captain Holt: And you never will again.