CNN — The hit HBO show "Insecure" is set to premiere its fifth and final season later this year, but the series' end is just the beginning for the relationship between its star, Jo-Issa Rae Diop — aka ...

Season three, premiering on August 12, will feature a new, independent artist hand-picked by Issa Rae. When she was preparing to film, the multi-hyphenate Rae had an idea for a contest that revolved ...

WASHINGTON (ABC7) — Writer, producer and actress Issa Rae joined GMW to talk all about her new HBO hit comedy “Insecure." Many know Rae from her best-selling book “The Misadventures of Awkward Black ...

In HBO’s Insecure, creator and star Issa Rae plays a character named Issa Dee who, in this latest trailer, has a pretty awful night out. Just how bad is it? Well, she does a strange little dance in ...

As the Issa/Molly riff deepens, it’ll be interesting to see where the writing falls and where it will want the audience to land its allegiance toward. For me, Molly is acting overly judgmental and ...

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 ...

I agree that the finale was definitely messy and all over the place, but I still enjoyed it and its developments. I do think Tiffany’s situation was definitely foreshadowed a couple times throughout ...