Issa Rae reflects on the rise of her career through YouTube and what it took to bet on her dream in the 2010s.

Issa Rae writes down her ideas and goals in a notebook on New Year's Day, and revisits them six months later, to stay on ...

*Issa Rae credits a simple notebook habit she performs every six months with keeping her goals focused and her ambitions grounded. The award-winning creator and entrepreneur has shared how this ...

The clapping started before anyone could see her. A buzz moved through the auditorium as students turned in their seats, ...

Issa Rae knows that she's a recurring answer in the New York Times crossword puzzle — and she loves it. "I've taken several screenshots every time I do a puzzle and I'm just like, 'Oh, it's me, I'm ...

Add Yahoo as a preferred source to see more of our stories on Google. The Black Mirror universe, from writer and creator Charlie Brooker, investigates dystopian alternate realities exacerbated by ...

Issa Rae is feeling secure in her latest role — one that's away from Hollywood! PEOPLE spoke exclusively to the Insecure co-creator and actress, 40, about her latest business venture at the San Diego ...

The Spring 2025 campaign is spotlighting Rae's "Modern Mogul" era. Issa Rae is back with Stuart Weitzman, continuing her partnership with the brand in a campaign that celebrates ambition, ...

From Awkward Black Girl to Hollywood powerhouse, Issa Rae sits down with Taylor Rooks for a deeply inspiring and emotional conversation in Boardroom’s latest Cover Story. They dive into Issa’s journey ...

Lena Waithe and Cynthia Erivo pose at the opening night of “Stephen Sondheim’s Merrily We Roll Along” on Broadway at The Hudson Theater on October 8, 2023, in New York City. (Photo by Bruce ...

Even Emmy-nominated TV creators sometimes have to tell their moms to stop listening to gossip. Actor and comedian Issa Rae revealed in TODAY's first-ever digital cover story that she once had to shut ...