So in honor of the show and it’s undeniable legacy that we thought we’d check in to see exactly what the cast is up to now ...

There's nothing low-key about this: Insecure, Issa Rae's hit HBO comedy, returns for its fifth and final season with one question on its mind. "'Am I going to be okay?' is a huge theme for really all ...

“I feel like I was put here to build bridges to future storytellers, like that is my purpose in life,” said Aniobi. (Photo: Illustration: Isabella Carapella/HuffPost; Photo by Lars Niki/Getty Images ...

The HBO show has been going strong since 2016. Sadly, it was announced season 5 would be the last season. “[Executive producer] Prentice [Penny] and I are so grateful that HBO believed in our show ...

There are so many gems in HBO’s Insecure. The inside jokes, the easter egg callouts to other cult classics (did anyone else catch that Lawrence’s full name is Martin Lawrence?), and the constant jokes ...

Prentice Penny reflects on the Emmy love for the fourth season of HBO's long-overlooked Issa Rae comedy 'Insecure' and why it leaves him "conflicted." By Mikey O'Connell When Insecure returned to HBO ...

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One of the things that Insecure's fans love about the show is how honest it is, whether that means watching Issa make questionable choices regarding her love life or identifying with the girls' ...

One of the most entertaining parts of “Insecure” is the series’ use of a show within a show every season — and this year, the writers are taking aim at TV networks’ incessant reboots. “This season, we ...

An Emmy nomination only bolsters the confidence for the writers of “Insecure.” But it does nothing to change their methods of storytelling, said writer and alumna Amy Aniobi. As a longtime creative on ...