Quote from Captain Holt in the episode Game of Boyles
Rosa: We wanted to apologize.
Amy: And if you wanna gloat about how you outsmarted us, go ahead. We deserve it.
Captain Holt: I won't be doing any gloating. I mean, I did last night. I went home and had a drink to toast to your humiliation. But it didn't feel right, because I had no one to toast with, no one to share my glee. I had won, but I was alone. And I realized, this is exactly what I'm doing to Kevin. Trying to win therapy. And it hit me. I care so much about winning that I've lost everything.
Rosa: Tell Kevin how you feel.
Amy: It's raining. You could run to him.
Captain Holt: This is the real world, Santiago. Relationships end in unsatisfying ways every day. People don't run to each other in the rain.
Kevin: [o.s.] Raymond! Raymond Holt!
Captain Holt: Kevin?
Kevin: Raymond!
Quote from the episode Ding Dong
Rosa: All you have to do is say a few nice comments during the memorial.
Captain Holt: As God said when Wuntch tried to sneak past the gates into heaven, "It ain't happening, honey."
Rosa: [cackles]
Quote from the episode Payback
Amy: Captain, how are you feeling?
Captain Holt: Better today. I even managed to eat some plain toast this morning.
Amy: Smart. Something bland.
Captain Holt: That's my favorite breakfast.
Quote from the episode Payback
Amy: Maybe we should talk about deets for the case. Plan our next move. Grab some chow.
Captain Holt: No need. I brought these. Nutrition bricks. I have original no flavor, and whole wheat no flavor.
Quote from Captain Holt
Amy: Hey. What's going on?
Rosa: I'm helping Holt pick a dating site.
Captain Holt: Oh, this looks good. PhDs only.
Rosa: Uh, actually in this context, PHD stands for Pretty Huge [bleep].
Captain Holt: Oh, my. I can only assume that MDs only stands for Medium [bleep].
Quote from Captain Holt
Captain Holt: Huh. It's the exact time we agreed to meet for our date, and he's not here.
Amy: I'm sorry. I know how you value punctuality.
Captain Holt: In my employees. But in potential suitors, I don't mind one or two minutes of tardiness. I like a bad boy. Now, if you'll excuse me, I'm going to go to the bathroom to wash my hands, in case we shake.
Amy: Ooh.
Quote from Charles
Charles: Anyway, thanks for coming with me to the funeral. I think we're all packed. I just got to go grab the coffin.
Sergeant Jeffords: Wait, why are you bringing the coffin?
Charles: I brought a coffin to my nana's funeral on a whim, and it was a big hit. So now, guess who's the coffin cousin?