Rae's style has transformed over the course of her career in playful ways. She once leaned on bold hues, now she's a sleek ...

In honor of the actress and producer's 40th birthday, take a look back at her best beauty moments in the recent past.

When HBO's groundbreaking series “Insecure” premiered in 2016, nobody could have predicted that some of its most memorable ...

The multi-hyphenate star has subtly but powerfully transformed beauty standards in Hollywood, particularly for women of color ...

The time for “Insecure ... its main characters, Issa Dee, Lawrence Walker, Molly Carter, Kelli Prenny, and Tiffany DuBois all ...

It was painful to watch. But it was necessary.” “I started watching Insecure as soon as it premiered. I’ve always been a fan of Issa Rae since her YouTube series so I knew this would pop off ...

Take Yvonne Orji, for example. In 2015, for the role of “Insecure” main character Issa Dee’s best friend, Molly, Rae cast Orji, then an aspiring comedian with no real acting experience.

In the series premiere, best friends Issa (Issa Rae ... casually "working" for Best Buy?!?!" Rae is no stranger to referencing Black pop culture in "Insecure," and this moment signifies that.