Issa Rae Assures You: She Is as Insecure and Awkward as Ever

Issa Rae is rolling up to a cocktail party on Sunset Boulevard to celebrate the HBO show she created and where signature cocktails inspired by the character she earned a Golden Globe nomination for playing on it are being raised in her honor. But the star of HBO's Insecure insists the title of the series still describes her to a T.

Issa built a name for herself with her YouTube series Awkward Black Girl, which led to Insecure. Clearly, she has made it, is envied by millions, and is an independent, self-made woman. So I can't help but ask her if she worries about straying too far from the authenticity of those adjectives that made her shows and her connect with audiences. She doesn't even blink before answering. "Not at all. It's not going anywhere," she shakes her head. "Even at the Golden Globes, I was like, 'Oh. I'm never gonna feel like this is like a normal thing, and I'm never gonna feel comfortable, and that's OK with me.' [Insecure] is about a journey to growing confident in your insecurities, and I feel like I'm further along on that journey than that character is currently . . . but it's a journey, nonetheless."

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