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Insecure

Insecure Season 5: Episode Guide & Ratings

2016TV Series"She's trying hard AF."

Watch 'Insecure' Season 5 Online

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Season 5 Episodes

45

1. Reunited, Okay?!

October 24th, 2021 32 min

Pulling up to her ten-year college reunion in style as an alumni ist, Issa's self-doubt quickly surfaces, while Molly – still reeling from her breakup – struggles to get out of her own head. As the crew takes the opportunity to reflect, old wounds remain tender.

40

2. Growth, Okay?!

October 31st, 2021 29 min

Despite her now thriving business, Issa struggles to find her footing and turns to an old friend for . Meanwhile, Molly contemplates jumping back into the dating pool.

45

3. Pressure, Okay?!

November 7th, 2021 28 min

Still adjusting to newfound responsibilities, one of Issa's exes finds himself torn between two places, while an important woman in his life remains wary of his ability to be fully present back home.

70

4. Faulty, Okay?!

November 14th, 2021 28 min

Issa and her new man tread awkward waters at a work-related social event. Meanwhile, Molly juggles multiple suitors, and Issa plays defense against online attacks about her business.

80

5. Surviving, Okay?!

November 21st, 2021 25 min

A family emergency finds Molly stretched thin between taking care of loved ones, staying on top of work, and zeroing in on her own perceived shortcomings. As a hectic day unfolds, Issa and her new man grow closer than ever.

80

6. Tired, Okay?!

November 28th, 2021 27 min

A distracted Issa mulls over work and love as she stumbles through the consequences of her falling out with a colleague. Meanwhile, Molly - still struggling to cope with family matters - finds comfort in an unlikely source.

50

7. Chillin', Okay?!

December 5th, 2021 29 min

A long overdue girls' night filled with self-reflection and real talk puts things into perspective for Issa and her friends.

60

8. Choices, Okay?!

December 12th, 2021 28 min

At a crossroads in her career, Issa weighs the pros and cons of two viable paths while simultaneously contemplating an important personal next step. Meanwhile, with help from Kelli, Molly spends an overwhelming day getting her parents' estate plan in order.

80

9. Out, Okay?!

December 19th, 2021 29 min

At a friend's going away party, Issa navigates unresolved feelings. After spending the day letting loose with her new man, Molly opens up about her fears.

55

10. Everything Gonna Be, Okay?!

December 26th, 2021 41 min

As she and her friends try to make time for each other no matter what, Issa looks back on all it took to get to where she is today.

All Seasons

Season 5

Season 5

Oct 24, 2021
Season 4

Season 4

Apr 12, 2020
Season 3

Season 3

Aug 12, 2018
Season 2

Season 2

Jul 23, 2017
Season 1

Season 1

Oct 9, 2016
Specials

Specials

Jul 23, 2017