Charles: Do you wanna know why she went out with him and not you?
Jake: Yeah.
Charles: Because he actually asked her out.

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.

Sergeant Jeffords: Boyle! Were you dreaming about Jake again?
Charles: Why did you wake me up?! I told you never to wake me up!

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.

Gina: Have you seen Captain Holt? Tall, handsome gentleman dressed like an airline pilot.

Jake: It's the most fun day of the year. Something you wouldn't understand because you're not programmed to feel joy.
Captain Holt: Yes, but my software is due for an exuberance upgrade.

Captain Holt: I do not have a problem. If I want to play Kwazy Cupcakes, I will play Kwazy Cupcakes. Kwazy is a difficult word to say in anger, but I think I've made my feelings clear.