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Insecure Season 5 Episodes

10 Episodes 2021 - 2021

Episode 1

Reunited, Okay?!

Sun, Oct 24, 202132 mins

At her ten-year college reunion, Issa's self doubt quickly surfaces, while Molly struggles to get out of her own head.

Where to Watch
Insecure, Season 5 Episode 1 image

Episode 2

Growth, Okay?!

Sun, Oct 31, 202128 mins

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

Where to Watch
Insecure, Season 5 Episode 2 image

Episode 3

Pressure, Okay?!

Sun, Nov 7, 202128 mins

Eager to embrace newfound responsibilities, one of Issa's exes finds himself torn between two places.

Where to Watch
Insecure, Season 5 Episode 3 image

Episode 4

Faulty, Okay?!

Sun, Nov 14, 202128 mins

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.

Where to Watch
Insecure, Season 5 Episode 4 image

Episode 5

Surviving, Okay?!

Sun, Nov 21, 202125 mins

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.

Where to Watch
Insecure, Season 5 Episode 5 image

Episode 6

Tired, Okay?!

Sun, Nov 28, 202126 mins

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.

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Episode 7

Chillin', Okay?!

Sun, Dec 5, 202128 mins

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

Where to Watch
Insecure, Season 5 Episode 7 image

Episode 8

Choices, Okay?!

Sun, Dec 12, 202128 mins

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, Molly spends an overwhelming day getting her parents' estate plan in order.

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Episode 9

Out, Okay?!

Sun, Dec 19, 202128 mins

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.

Where to Watch
Insecure, Season 5 Episode 9 image

Episode 10

Everything Gonna Be, Okay?!

Sun, Dec 26, 202141 mins

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.

Where to Watch
Insecure, Season 5 Episode 10 image