Issa Rae
Issa Dee
Series SeasonSeason 5 episodes2021
Insecure
Season 5
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.
Episodes
Each episode has its own detail page.
Episode 132 min2021-10-24
Reunited, Okay?!
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.
Episode 229 min2021-10-31
Growth, Okay?!
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.
Episode 328 min2021-11-07
Pressure, Okay?!
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.
Episode 428 min2021-11-14
Faulty, Okay?!
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.
Episode 525 min2021-11-21
Surviving, Okay?!
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.
Episode 627 min2021-11-28
Tired, Okay?!
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.
Episode 729 min2021-12-05
Chillin', Okay?!
A long overdue girls' night filled with self-reflection and real talk puts things into perspective for Issa and her friends.
Episode 828 min2021-12-12
Choices, Okay?!
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.
Episode 929 min2021-12-19
Out, Okay?!
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.
Episode 1041 min2021-12-26
Everything Gonna Be, Okay?!
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.