It’s summer vacation for Issa Rae … kind of
Photo-Illustration: The Cut; Photo: Jabari Jacobs . This week on the In Her Shoes podcast, the writer, producer, and comedian sat down with the Cut’s editor-in-chief, Lindsay Peoples, to talk about taking breaks and taking care. Known for her bevy of beloved comedy series, Insecure, The Misadventures of an Awkward Black Girl, and, most recently, Rap Sh!t, Rae is being more intentional about resting between her many projects these days.
Issa: I’ve been traveling, I’ve been living my best life. I’m really happy. I’ve just been really intentional about breaks. I’ve been taking care of myself. And yeah, I just feel good.Issa: Workations, but work and play. I’m putting play in my work a lot.Lindsay: Chanel sandals. And then, beyond that, it’s always just come down to trusting my voice, and I’ve always doubted that. Even in Awkward Black Girl, the second season, I thought that maybe people wanted to see less of me and put more characters in the front and in the foreground. And Insecure, Prentice had to be like … Sometimes I’d be like, “Okay yeah, let’s do this.” And he’d be like, “No, this show is about Issa,” not necessarily talking about me, but Issa Dee. “And so we need to center her.
Issa: Great. I mean I think everybody wants to go out with a bang and with season four getting so much acclaim, that was rewarding because we’d always been saying season three going to be cool, but season four is about to be lit. We have so much story to tell in season four. And so the fact that it resonated with people in such a great way was amazing.
Lindsay: Yeah, that’s real. We know that it was an upward-hill trajectory from Awkward Black Girl to Insecure, now with Rap Sh!t. I think we can curse on this podcast. I’m pretty sure we can. They’re not going to bleep it.Lindsay: I saw on TV the other day you were talking about this — Lindsay: Yeah. Obviously music is such a big part of the show and I know that you’ve produced a lot of things running your own record label, all of that. Where does that come from and why is that so important to you also?
Issa: I just want to embrace the fact that I’m running businesses in multiple industries, and I aspire to do it well, and I aspire to be competitive with the greats. And I have looked up to the Oprahs, the Diddies of the world, and it felt intangible to me, and I feel like I’m very much touching it. So I’m claiming it now so that I can continue to build.
Issa: I had some anxiety, I think that’s normal for me, but with this show I was less anxious because I’m not in it. There’s just something about being in it that makes you feel like are they going to hate me?Issa: Never know. But with this, I’m so confident in the cast, I’m so confident in the story that we’re telling. I believe that it’s a fun-ass show. I will argue that now. So I’m not as nervous.
Issa: Yeah, shout out to people who make 22 episodes of TV because I can’t imagine. There’s no way. Quinta’s out here making that and I can’t.Issa: So happy for her, so deserved, and I cannot believe. I was like they’re back, they’re literally shooting again, and it just ended. Anyway, that’s a lot.Issa: Same.
Issa: That I’m controlling. I didn’t know. I wouldn’t describe myself in that way at all, but I discovered doing this latest project, oh wow, I am controlling. But in some ways, you have to be.Issa: But only when it comes to these specific projects and it really comes to once I realize, Oh, this is wrong, this is not the way I envisioned it, and this is not the way that I envisioned it, but it’s better or this is not what I envisioned and okay, I can go with this.
Lindsay: I was saying about taking stock of now, all of your success, and you were saying that you journal it.
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