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 ...

NEW YORK, NEW YORK - OCTOBER 09: Issa Rae speaks during Cast Jewelry x Issa Rae Launch Event at Nordstrom NYC Flagship on October 09, 2024 in New York City. (Photo by Ilya S. Savenok/Getty Images for ...

Issa Rae is "so honoured" whenever her name is an answer in the New York Times crossword. The 'Insecure' star is always thrilled to find she's named in a puzzle because her mom always used to pass the ...

NEW YORK, NEW YORK – SEPTEMBER 3: Issa Rae attends day eleven of the 2025 US Open Tennis Championships at USTA Billie Jean King National Tennis Center on September 3, 2025 in Flushing Meadows, Queens, ...

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 ...

Issa Rae is, be it noun or adjective, the definition of boss. Issa Rae Is Learning to Make Her Big Voice Heard As a creator and star of HBO’s “Insecure,” she has racked up praise and awards navigating ...

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 ...

Issa Rae proudly represents her home state as a powerhouse actress, producer, and entrepreneur. Rae views her participation in the San Diego Football Club as an “incredible honor.” “Joining San Diego ...

Twelve years ago, Issa Rae inked a deal that would make her a household name, but not an owner. The deal was with HBO, leading to Insecure, the hit TV series inspired by Rae’s viral web show The ...

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