Title Airs On
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S5:E1 Reunited, Okay?

Insecure
10/24/2021 03:00 am EDT

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

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S5:E2 Growth, Okay?

Insecure
10/31/2021 03:00 am EDT

Despite her now thriving business, Issa struggles to find her footing and turns to an old friend for support. Meanwhile, Molly ...read more 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. show less

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S5:E3 Pressure, Okay?

Insecure
11/07/2021 03:00 am EST

Still adjusting to newfound responsibilities, one of Issa's exes finds himself torn between two places, while an important ...read more 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. show less

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S5:E4 Faulty, Okay?

Insecure
11/14/2021 03:00 am EST

Issa treads awkward waters with her new man and plays defense against online attacks, while Molly juggles multiple suitors.

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S5:E5 Surviving, Okay?

Insecure
11/21/2021 03:00 am EST

A family emergency finds Molly stretched thin between taking care of loved ones, staying on top of work, and zeroing in on her ...read more 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. show less

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S5:E6 Tired, Okay?

Insecure
11/28/2021 03:00 am EST

A distracted Issa mulls over difficult choices in both work and love, while Molly finds a comforting audience in an unlikely ...read more A distracted Issa mulls over difficult choices in both work and love, while Molly finds a comforting audience in an unlikely source. show less

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S5:E7 Chillin', Okay?!

Insecure
12/05/2021 03:00 am EST

A much-needed girls' night puts things into perspective for Issa and her crew.

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S5:E8 Choices, Okay?!

Insecure
12/12/2021 03:00 am EST

Issa finds herself at a crossroads in both her career and relationship. Molly spends an emotional day getting her parents' ...read more Issa finds herself at a crossroads in both her career and relationship. Molly spends an emotional day getting her parents' will in order. show less

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S5:E9 Out, Okay?!

Insecure
12/19/2021 03:00 am EST

At a friend's going away party, Issa navigates unresolved feelings. After spending the day letting loose with her new man, ...read more 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. show less

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S5:E10 Everything Gonna Be, Okay?!

Insecure
12/26/2021 03:00 am EST