Issa Rae's character, Issa Dee, is in a bit of a love triangle -- or square -- this season on Insecure, but Yvonne Orji, who plays Molly on the show, has some love life advice for her onscreen BFF. "I ...

In this week’s Insecure, Issa contemplated two very important career choices as lingering thoughts about Lawrence crept in. Despite playing phone tag with her ex a few weeks ago, Issa kept her focus ...

That focus has helped Rae go from producing an indie web series with nothing but Kickstarter donations to starring in and producing hit shows and films. In addition to her role in Mattel’s ...

Benito Antonio Martínez Ocasio is not your regular artist, but a performer creating a full-blown cultural movement. The first season ended with the dissolution of Issa Dee's (Rae) long-term ...

In the official trailer for season 2 of "Insecure," Issa, who isn't over her ex Lawrence, tries to navigate the dating world. “I betrayed his trust, and i have to give him space to forgive me,” she ...

Court documents in the antitrust lawsuit against Live Nation revealed the exchanges between employees Ben Baker and Jeff Weinhold. 2 days ago Today, Oct. 10, marks the beginning of ...

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.

As hard as it may be to believe, 2026 marks the five-year anniversary of Issa Rae’s iconic show, “Insecure.” The show–which centered around the life and times of Issa Dee, her crew of friends, and the ...

Ending the episode with “Case of the Ex” was PERFECTION. Spot on music supervision! As soon as that track started to play I got CHILLS! Such a great choice! Very telling as to where that relationship ...

*“Insecure” co-creator Issa Rae took to Instagram today to answer some burning questions about the content of season 2, including its premiere date. “I need you to mark your calendars for July 23,” ...