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The first season was funny and sexy but grounded: Issa kicks back in her room, hangs out with her friends, and blows off steam by performing nerdy raps and aggressive duologues to her own reflection, a character lovingly dubbed Mirror Bitch.ĭuring one of our Zoom interviews, Rae gets a text from costar Natasha Rothwell, who’s directing an episode even as we speak. She’s working a dead-end job at a dubious nonprofit called We Got Y’all-the company’s logo is a white hand holding the silhouettes of three Black children-and is initially stuck in a relationship with a jobless couch fixture named Lawrence (Jay Ellis). Issa, the character, is goofy and endearing. Insecure follows Issa Dee, an aimless 29-year-old, and her best friend Molly, a polished lawyer.

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Originally, the show seemed like a glossier version of The Misadventures of Awkward Black Girl, the gleefully misanthropic web series that helped Rae get Hollywood’s attention.

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You’re just like, Okay, wow, I went on TV like that?”ĭetails are everything on Insecure. And then, of course, you look at performance stuff, you look at hair stuff, you look at appearance stuff. “All these memories come up, so I can’t watch it purely objectively. She’s even been rewatching Insecure from the beginning, which has been a complicated experience. “I’m finding myself putting season-one pressure back on the show again,” she tells me. When I talk to Rae this time around, she and her team are in the throes of shooting the final season of Insecure, and she’s determined not to squander the goodwill and devotion of the audience, which grew exponentially during quarantine last year.

Of the shit that’s mine, I don’t have much.”Ĭlothing and a belt by Saint Laurent by Anthony Vaccarello earrings by Tiffany & Co. “I have one web series, one show,” she says. She insists she hasn’t done anything at all. Her personality, somewhat remarkably, is the same as it ever was: funny, friendly, and quick, with a dollop of Eeyore-esque self-deprecation. I’ve witnessed this ascent, having interviewed Rae several times in her career: in 2016, before Insecure began later that year after Rae was nominated for a Golden Globe in 2017 after she was snubbed for an Emmy and last year in the midst of the pandemic. She’s 36 and has nailed a lifetime’s worth of vision-board visions in less than a decade. With Insecure set to end after its fifth season this year, Rae’s future is a little more open, a little less defined by the demands of a TV production.

She now has so many ventures in the works that she bought a building seven minutes from her home to serve as her headquarters. Gift cards are also available.Rae recently signed an overall production deal with HBO’s parent company, WarnerMedia, said to be worth $40 million.

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