Ian: Honey, you chose Jane to cover you on our trip for a reason.
Jacqueline: I know, but what if she needs my help?
Ian: If she’s ever going to learn how to be editor-in-chief, she’s got to do it alone. We deserve this. So does Jane.

Kat: I took the Scarlet offer.
Adena: Oh my god, so Don’t Turn Away…
Kat: Is now under the Scarlet umbrella. Six million followers, and our budget is insane.
Adena: Kat, this is amazing. What made you change your mind?
Kat: Well, you were right. I was afraid if I committed to Scarlet, I’d lose control, so I went in there, laid out all the things I needed to make sure that didn’t happen, and Jacqueline said ‘yes’ to all of it.
Adena: Can you just think about all the people you’re going to be able to help now.
Kat: All the people we’re gonna help.

Adena: You’re gonna take [Jacqueline] up on that, aren’t you?
Kat: I think she was just saying that to be nice.
Adena: No, Kat, she wasn’t just being nice. She was being Jacqueline, and Jacqueline knows a lot about building a magazine.
Kat: OK, I’ll talk to her.

Jacqueline: Scarlet has been my baby for a really long time now, and as with all children, we raise them knowing someday they will fly with somebody else. After my trip I am officially retiring from Scarlet magazine. Ian and I are starting a new chapter. We’ve always wanted to work together, so we felt like this was the right time.
Jane: But Jacqueline, I mean, Scarlet is you.
Jacqueline: But it won’t be forever. Jane, I want you to take the reins as editor-in-chief.
Jane: What? Me?
Jacqueline: Do you accept?
Jane: Yes, yes, I’ve been dreaming of this my whole life. Wow.
Jacqueline: You’re gonna be great.
Jane: Yeah because of you.

Sutton: When I saw you the other day, you seemed really happy, and I want you to be happy, like I really do, but it also made me feel kind of bad, you know? That we, that I, I don’t know. That maybe you’re happier without me. That probably sounds really pathetic.
Richard: No, it doesn’t, but I’m glad you said something. I seemed happy because I had just gotten off the phone with an adoption agency, and I decided to start the process.
Sutton: Wow.
Richard: Yeah, it’s really early, and there are interviews and character references and so many things I don’t know about yet.
Sutton: That’s really great.
Richard: Sutton, I will never ever think that what we had was anything but incredible. I love you, and I will always love you. And every day still sucks.
Sutton: It sucks so bad.
Richard: I miss you.
Sutton: I miss you too.

Jane: Things are going horribly. I’m supposed to prove to Addison that I can be her Jacqueline and I’m failing, so you’re welcome.
Andrew: OK, when I first joined drag choir, I was replacing a really legendary queen, and I really wanted to prove I could fill her shoes, but I couldn’t hit a high C. I tried and tried until my throat hurt and my roommate threatened to move out. Anyway, the night before the show, you know what happened?
Jane: You hit the note?
Andrew: No, I admitted the queens it was out of my range, and honestly, it was one of the most liberating things I’ve ever done. No matter how hard we try, sometimes, we’re gonna struggle. And being honest doesn’t make you weak. It actually makes you strong.

Jacqueline: Nick at security told me you came in at 4:30.
Jane: Yes, I have a lot to do. I want to make sure we’re still cranking out material and the rest of the troops are producing.
Jacqueline: How’s Addison?
Jane: She is great. We just had a good one-on-one, trying to be involved and supportive and inspiring like you. Anything else?
Jacqueline: Jane…
Jane: Jacqueline, that’s really sweet, but I’m not going to cry. I admit I was a little blindsided by the reviews, but I’m feeling great. I’m not gonna cry.
Jacqueline: OK. Your pen is leaking. I have a great idea. I want you to go home right now and take tomorrow off also. You have been pressing since the reviews, working nonstop, and I think you need to relax. Just reset. Try a meditation app.
Jane: Jacqueline, I can’t because I have my vertical and my employees…
Jacqueline: Which will all benefit if you do this. You know that I want what’s best for you, right? Trust me.

Jane: I wish there was some magic potion that would take me out of my head and put me into hers.
Kat: There is.
Sutton: Besides wine?
Jane: Well, by all means don’t tell us. I don’t care.
Kat: Microdosing. According to some people, small amounts of mushrooms just opens your mind, helps with creativity, self-confidence, vision. It’s still illegal in New York, but it’s growing in psychotherapy.

Jane: What are you doing?
Sutton: I love this poof. It’s like a furry little planet that loves and supports me.
Jane: OK, Sutton, I think we took too much. Andrew’s caramel tart literally had a heartbeat.
Sutton: This feels so good on my lips.
Jane: We’re tripping balls.

Jane: Do you hear that?
Oliver: Yeah, that’s just my ringtone when Carly texts me.

Jacqueline: While I’m gone, I’m planning to ask Jane to be the interim editor-in-chief, and I would love it if you would be a steadying influence for her.
Oliver: Of course. That’s why she was in the layout meeting.
Jacqueline: Yeah, I’ve been trying to ease in some new things for her, and if I do this, I’ll start some more intensive training soon.
Oliver: If you do this?
Jacqueline: Jane has enormous potential, but leading a place like Scarlet, you really have to be able to inspire people, bring out their best.
Oliver: That’s the toughest part of the job.
Jacqueline: Jane got critical reviews from Addison. Before I pull the trigger, I just want to see how she handles that.

Kat: Jane needs a little help.
Andrew: She needs an armory of help.
Kat: So that’s still happening. What’s that about?
Andrew: Me and Jane? I don’t know. She’s got that try hard, overachiever, obsessed with Jacqueline thing. It’s just a little annoying.
Kat: So you hate each other because you’re the same person.
Andrew: Excuse me? What?
Kat: Andrew, it’s OK. Sometimes I think people, relationships, they hold up a metaphorical mirror into our souls. They make us uncomfortable, but if you embrace it, I think you might find you two actually really relate.

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.