Charles: Hey, Terry. I have to come clean, and please don't say anything until I'm done, not that I'm trying to silence you. I am listening.
Sergeant Jeffords: Just say it!
Charles: The $10,000 was supposed to be $100. And I was too embarrassed to ask for it back.
Sergeant Jeffords: Boyle, I need to come clean too. I knew you made a mistake. [Charles sighs] I was just messing with you.
Charles: You were?
Sergeant Jeffords: Obviously! [laughs]
Charles: Okay.
Sergeant Jeffords: Look, Boyle, it's great that you're trying to do better, but the way you're doing it is kind of messed up. If you want to do something about these issues, you have to do it because you think it's the right thing, not because you want me to know about it. That just makes stuff weird between us.
Charles: You're right. You're right. I won't be as performative. [phone whooshes] I just donated to a great charity, but I won't tell you which one or how much.
Sergeant Jeffords: Good for you.
Charles: For Black trans women. It was $1,000.

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.

Sergeant Jeffords: Amy, he's your captain. You act like it's some romantic relationship.
Amy: You know what, Terry? You're right. It is like a romantic relationship.
Sergeant Jeffords: That's what you got from what I said?
Amy: Do you still have that relationship book from when you and Sharon were having issues?
Sergeant Jeffords: That book was about sex. And it's actually Scully's. But I bet Scully also ordered some relationship books when Scully got himself that sex book for Scully.
Amy: Just own the sex book thing.
Sergeant Jeffords: You want my help or not?
Amy: Fine. Can you please get Scully's relationship book that is obviously not yours?
Sergeant Jeffords: Weird that you're asking me to do it, but okay. I'll see what I can do.

Amy: So where's Rosa? Thought she'd be here by now.
Jake: I'm telling you, she's not coming. Ever since she quit the force, she thinks we're just part of the problem.
Captain Holt: Oh, she never said that. She quit after George Floyd was killed because she thought that she could do more good by becoming a PI that helps victims of police brutality. That has nothing to do with us.
Jake: Then how come we haven't hung out at all since she quit?
Sergeant Jeffords: Setting up a new business takes time. She's probably too busy to see friends.
Jake: And yet I have time to see my friends and be a father and do my job and straight-up crush it at "Goat Simulator" on my Switch.
Amy: That's not something to be proud of.
Jake: Being a father is not something to be proud of, Ames? Wow. You've changed, dude.
Jake: Look, all I'm saying is, I promise you she is not gonna show up tonight. And if she does, I'll give each of you $1,000, cash. That's a promise.
Rosa: Hey, everybody.
Jake: Jake's word is not legally binding. Any promise of cash reward is, of course, understood as hyperbole. Rosa! I knew you'd make it.

Charles: But you know what was rougher? The hundreds of years of oppression experienced by Black people in this country, oppression they still experience to this day.
Amy: Why does Charles sound like a podcast?
Charles: Oh, because I'm listening to one right now. It's called "Two Wrongs Makes a White: Lessons in Anti-Racism."
Sergeant Jeffords: Yeah, you're lucky you weren't here on Juneteenth.
[flashback: to Charles, wearing an African print face mask and scarf, raising his fist as he passes by Sergeant Jeffords:]
Sergeant Jeffords: What the hell?
[present:]
Sergeant Jeffords: He went full Schumer.
Charles: Cultural appropriation, Amy. She'll figure it out.
Sergeant Jeffords: You're the one who did it.
Charles: Mm-hmm.