Sutton: What the hell am I doing with my life? I put everything into my career, everything. It’s why I didn’t start dating Richard sooner. It’s part of the reason I don’t have to have children. Companies like Villadar are killing the planet, and do I want to be involved with that? What does that say about me as a person? Why are looking at yourself in the mirror like that?
Kat: I look weird, right?
Sutton: What are you talking about?
Kat: I look like washed out, flat. Does I always look like this? Who am I?
Sutton: I thought this was supposed to help us, not make us question literally everything.
Kat: OK, hold on. Sometimes questioning things is good, you know. Maybe we need to shed who we are now to become who we’re supposed to be, or maybe it’s just a bad trip.
Sutton: That can happen?
Kat: Oh yeah, if you’re in a bad headspace, it can get pretty gnarly.
Sutton: How do we know if that’s what’s happening?
Kat: We get to the end.
Sutton: I’m gonna need help getting there with some white wine.

Jane: You know when I told you I was too busy to see you today, I lied. The real reason I couldn’t help you was because I wasn’t feeling well.
Addison: Are you sick?
Jane: No, I was kind of tripping.
Addison: You seemed wound up… wait, literally or figuratively?
Jane: Uh, both. I know, it’s kind of crazy, but when I thought I was going to lose you, I panicked and I got really in my head because I want to be the kind of mentor that you deserve. And my friend said that microdosing might help. So I tried it, and it was a little stronger than I thought it would be. I want to be transparent about that with you because I do want to do right by you. I want to be your Jacqueline, but I can’t be someone that I’m not. I can only be Jane.
Addison: And who’s that?
Jane: Someone who’s really new at managing, and who even when she tries her hardest doesn’t get it right every time, but I’m going to do everything I can to support you and to try to be a good mentor to you.

Sutton: I still think Villadar is ruining the planet, but I didn’t have to go about it that way. It’s just that it’s been a crazy year for me, and so much is changing, but fashion’s always been my constant. Then when I realized we were supporting a brand that was bad, I kind of felt even more lost. You know?
Oliver: We’re reconsidering our ties to Villadar…
Sutton: That’s amazing.
Oliver: But, I am also reconsidering this hands-off approach I’ve had with you.
Sutton: What do you mean?
Oliver: The drinking at work.
Sutton: Oliver it was a glass.
Oliver: And the retreat. You don’t think I know what really happened, do you? You were drunk. Why do you think I was calling yesterday to check on Carly and Jasper?
Sutton: Because you miss being with them?
Oliver: I was also calling to check on him, make sure a glass of wine at lunch doesn’t turn into six. Yes, Jasper is doing better, and maybe, I shouldn’t worry about him, but I still do. I know how dangerous substance abuse can be, and I think that you know better than anybody else to watch someone that you love have to go through that. So I was worried about it, and I’m worried about you.

Kat: So listen I really appreciate you, and this place has given me stability at a time when I really needed it, but I think Don’t Turn Away has the potential to be really big and create change in a sustainable way, and in order to really do that, I think I need to commit to it fulltime. So this is my notice. Don’t worry I already covered my shifts for the next two weeks.
Darby: I’m sorry to see you go.
Kat: Oh, you’re not just really happy to get rid of me?
Darby: The woman who got the Belle to change her policy on hiring the formerly incarcerated?
Kat: Wait, really?
Darby: Yeah, I’ll miss her.

Jacqueline: You really stepped up. You ready to do it again?
Jane: Yeah, sure.
Jacqueline: Good because I’m going on vacation on the 18th and when I do, I need you to be fully prepared to do everything I do here.

Sutton: Do we drink too much?
Kat: Us? Who’s out here drinking three drinks a week? No one. We drink the correct amount.
Sutton: Do I drink too much?
Kat: What’s going on boo?
Sutton: I just… well, Oliver said some things to me today that scared me.
Jane: What?
Sutton: That I remind him of Jasper when he had a problem.
Jane: Oh honey.
Sutton: The truth is I’ve been drinking more since Richard and I separated. I sort of felt like it was a reasonable way to cope, but with my family and my mom, do you guys think it’s a problem.
Jane: We’re your best friends, so I don’t think we’re really capable of answering that question.
Kat: Yeah.
Sutton: Well, I wish that somebody would because I would like to know.

Sutton: I just think they deserve to know I’m happily moving forward.
Jane: Well, it’s OK if you’re not happy.
Kat: You’re allowed to feel whatever you need to feel: angry, sad, hurt.
Sutton: Yeah, I don’t want to feel any of those things.
Kat: Fair enough.

Jane: You feeling better?
Sutton: Today, yeah. Tomorrow I hope so. I wish that I could just flip a switch and move on with my life, but getting over Richard is going to be a process.

I just wanted to say thank you for coming. I know my upcoming divorce affects all of you because you also know and love Richard. Yes, we can say his name. More importantly, I know some of you have been treating me with a little extra care lately, and I know that is out of love. You guys want to be there for me, and if I’m honest, I do need you to be there for me. this is absolutely the hardest thing I’ve ever been through. I need you to help me create new memories with my favorite food and my favorite music and my favorite people. So let’s have fun, you guys.

Sutton

Jacqueline: Andrew, I can’t help if I don’t know what’s going on.
Andrew: I had to take a second job. One of my roommates moved back home, and even though there are three of us living in the apartment, the rent difference has made things a lot harder, so I work nights after a full day here.
Jacqueline: Andrew, why didn’t you say something?
Andrew: I don’t want you to think that I’m not grateful because I am. It’s just that… look, assistants don’t get paid enough here.
Jacqueline: Really? I’m sorry. I didn’t know that.
Andrew: I know I always manage to look so amazing, but it’s really hard work because I really love my job.
Jacqueline: I know you do. I’m really glad you finally spoke up, and I’m gonna get you the raise you deserve.

Jane: Look, I know we’re supposed to be going to HR, but…
Scott: It’s not a good time, is it?
Jane: I want this, but being a good leader is also really important to me. And Addison’s not wrong. I favored you. I didn’t mean to but I did, and if we were to start dating now…
Scott: I get it. I can't work here, Jane. It’s too complicated.
Jane: So you’re just gonna quit?
Scott: I’m sorry, Jane. You’re a great boss, and Addison is gonna see that, but not with me here.
Jane: You don’t have to quit. We can still work together and be professional.
Scott: I don’t think I can be. I promise you, this is a good thing. And as for us, when you are in the right space, call me.

Kat: I know we live in a flawed system, and sometimes breaking the law is necessary. I recognize that I need to choose my battles more wisely, so today, I choose a different way.
Adena: Who are you and what have you done with Kat Edison?
Kat: I don’t know. I guess she’s grown or something.

The Bold Type Season 5 Quotes

Jack: So you came to me to ease your conscious?
Alex: No, I’m here to get his job back.
Jack: You realize that really isn't up to us anymore.
Alex: You’re the editor-in-chief.
Jack: Yeah I am, and I’ve got money to make, I’ve got a board to answer to. You pulled his pants down in front of the Twitterverse; that place never forgets.
Alex: Jack, come on. He made one dumb tweet.
Jack: I’m not saying Joey’s a bad guy, but in today’s world, he’s damaged goods, not worth the trouble.

Sutton: He’s flying to New York tonight, and he hasn’t said anything to me since he left.
Jane: Yeah.
Sutton: Although he did respond that one time saying that he needed space.
Jane: And you have this…
Sutton: What if he’s coming back to tell me he changed his mind?
Kat: Sutton?
Sutton: Then wouldn’t he just call or text?
Kat: Ok, Sutton.
Sutton: If he comes to New York and doesn’t call me…
Kat: Hey, do not spiral. You’ve been doing so good since the retreat.
Jane: And you have this huge opportunity to interview and style everyone for the sizzle reel.
Kat: You don’t want to screw this up, Sutton.
Sutton: You’re both right. Richard will get in touch if he wants when he wants. I just have to forget I saw the notification and focus on work.