We don't have too much longer to wait until we're reunited with Issa Rae in Insecure, with her Emmy-nominated comedy-drama premiering its fifth season in the UK next week.


While fans of the hit series will be sad to learn that the upcoming season is set to be its last, at least Issa and the gang still have a whole load of shenanigans in store for their last HBO outing, judging by a recent featurette.

"Season five begins Issa's career journey. She's building off of the success of the block party," creator and star Rae reveals, before Yvonne Orji (Molly) adds: "Issa and Molly's relationship is really the backbone of the show. You're going to see a relationship that was fragile try and rebuild."

Meanwhile, Issa and Lawrence's romantic relationship has to face another hurdle when Lawrence learns that he's having a baby with his ex Condola, while Nathan appears to still be in the picture if the first-look is anything to go by.

"Y'all ain't ready," breakout star Natasha Rothwell (of The White Lotus fame) says in the clip. "Y'all ain't ready!"

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Read on for everything you need to know about Insecure season five.

Is there a release date for Insecure season 5?

The final season of Insecure is premiering on HBO Max on Sunday 24th October for fans in the US – while those in the UK will have to wait until Tuesday 26th October to catch-up with Issa.

In mid-June 2021, Issa Rae posted on Instagram that she'd just wrapped filming alongside "a chosen family of incredible creatives." The show's official account added, "That's a wrap."

How to watch Insecure in the UK

Insecure season 5

Insecure season five will be arriving on Sky Comedy in the UK, with episode one airing on Tuesday 26th October at 9pm.

Alternatively, if you want to avoid as many spoilers from the US as possible, then you can catch season five earlier in the day at 2am on Tuesday 26th October (or maybe just record it if you actually want to sleep).

All four series of the HBO comedy are available to stream as a box set on Sky and NOW currently.

Seasons 1-4 of Insecure are available to buy on Amazon Prime Video, as well as Google Play, Sky Store and other online outlets. Insecure is not available on Netflix.

Has Insecure been cancelled?

In January 2021, HBO announced that season five will be the final outing for Insecure – but apparently this was always the ultimate goal.

Issa Rae told Deadline: "Prentice [Penny, co-executive producer] and I are so grateful that HBO believed in our show from the beginning and kept faith in us to see our vision through the end. We always planned to tell this story through five seasons, but we couldn’t have made it this far without the tremendous support of our audience. I feel blessed beyond measure to bring our characters’ stories to an end, on-screen at least.”

Who is in the cast of Insecure?

Insecure season 5

Issa Rae stars as Issa Dee. Rae first rose to fame a decade ago as the creator and star of her YouTube web series Awkward Black Girl, and she also wrote a best-selling memoir in 2015 titled The Misadventures of Awkward Black Girl. Her other acting and producing credits include The Black Lady Sketch Show, The Choir, The Lovebirds, Little, and The Hate U Give.

Yvonne Orji plays Issa's best friend, Molly Carter. Orji has previously appeared in Jane the Virgin, A Black Lady Sketch Show and Night School.

Completing the cast are Jay Ellis playing Lawrence Walker, Natasha Rothwell as Kelli Prenny, Amanda Seales playing Tiffany DuBois, Alexander Hodge as Andrew, and Kendrick Sampson playing Nathan Campbell.

In previous seasons, stars have also included Lisa Joyce (Frieda), Y'lan Noel (Daniel King), Jean Elie (Ahmal) Dominique Perry (Tasha), Neil Brown Jr (Chad), Lil Rel Howery (Quentin), Sarunas J Jackson (Dro), Jasmine Kaur (Aparna), and Langston Kerman (Jared).

What is Insecure season 5 about?

Issa Rae co-created Insecure with Larry Wilmore. It's loosely based on Rae's previous online series, Awkward Black Girl, and follows Issa's journey in LA – through love, life and friendship.

At the end of season four, Issa and Molly realised how much they needed each other's friendship and made the first steps towards repairing their rift. Relationships-wise, things were going to pieces: Molly and Andrew (Alexander Hodge) broke up, while Issa had to decide what to do about her relationship with Lawrence (Jay Ellis) after he discovered that his ex-girlfriend was pregnant.

Let's see how those storylines play out in season five!

Insecure season 5 trailer

HBO dropped a trailer for Insecure's fifth and final season last month, with current-day Issa reuniting with throwback Issa for one of her classic mirror conversations.


Check out our TV Guide to find out what's on television this week, or read the rest of our Drama coverage.