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 is one of the most influential creators of this generation. She made her mark on different platforms, from YouTube to HBO, by telling stories that reflect the real and often hilarious lives ...

“I’m awkward and black. Someone once told me those were the two worst things anyone can be. That someone was right.” –Misadventures of Awkward Black Girl Issa Rae’s Misadventures of Awkward Black Girl ...

Issa Rae recently got candid and revealed how she spent Valentine’s Day.At the 2026 Film Independent Spirit Awards on Sunday, February 15, the 41-year-old American actress and writer spoke ...

Over the last couple of years, Issa Rae has pretty much become a household name, and it all started with her hilarious YouTube series Awkward Black Girl. Three years ago this month, Rae’s first ...

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 ...

When a friend called Issa Rae "black and awkward” and told her those were the worst things that a person could be, it stung a little. But then, she decided to own it. Issa Rae has since parlayed her ...

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 ...

Issa Rae is back with a new book that gives a candid look at some of the lessons she’s learned thus far in her career in Hollywood. On Tuesday, Aug. 26, the 40-year-old writer and producer released “I ...

Issa Rae’s long-awaited television debut is finally happening. Rae, creator of The Misadventures of Awkward Black Girl, is heading to HBO with her new comedy series, Insecure, Variety reports.