Insecure

Season 5

10 episodes · Oct 24, 2021

Molly and Issa patch up their relationship, but the four friends are still striving to make their careers and love lives turn out the way they want.

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  • Reunited, Okay?!
    S5E1

    Reunited, Okay?!

    Oct 24, 202132m

    Pulling up to her ten-year college reunion in style as an alumni panelist, 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.

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  • Growth, Okay?!
    S5E2

    Growth, Okay?!

    Oct 31, 202129m

    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.

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  • Pressure, Okay?!
    S5E3

    Pressure, Okay?!

    Nov 7, 202128m

    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.

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  • Faulty, Okay?!
    S5E4

    Faulty, Okay?!

    Nov 14, 202128m

    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.

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  • Surviving, Okay?!
    S5E5

    Surviving, Okay?!

    Nov 21, 202125m

    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.

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  • Tired, Okay?!
    S5E6

    Tired, Okay?!

    Nov 28, 202127m

    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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  • Chillin', Okay?!
    S5E7

    Chillin', Okay?!

    Dec 5, 202129m

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

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  • Choices, Okay?!
    S5E8

    Choices, Okay?!

    Dec 12, 202128m

    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.

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  • Out, Okay?!
    S5E9

    Out, Okay?!

    Dec 19, 202129m

    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.

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  • Everything Gonna Be, Okay?!
    S5E10

    Everything Gonna Be, Okay?!

    Dec 26, 202141m

    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.

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