The Best Episodes of Insecure Season 5

Episode Rankings

1. #1 Fan Favorite
   

   7.8/10(321 votes)

   #1 - Reunited, Okay?!

   S5:E110/24/2021

   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.

   Director:Melina Matsoukas

   Writer:Amy Aniobi

   Be the first to start the conversation for this episode

   Director:Melina Matsoukas

   Writer:Amy Aniobi
2. 

   7.3/10(280 votes)

   #2 - Growth, Okay?!

   S5:E210/31/2021

   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.

   Director:Maurice Marable

   Writer:Phil Augusta Jackson

   Be the first to start the conversation for this episode

   Director:Maurice Marable

   Writer:Phil Augusta Jackson
3. 

   7.8/10(288 votes)

   #3 - Pressure, Okay?!

   S5:E311/7/2021

   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.

   Director:Ava Berkofsky

   Writer:Jason Lew

   Be the first to start the conversation for this episode

   Director:Ava Berkofsky

   Writer:Jason Lew
4. 

   7.3/10(244 votes)

   #4 - Faulty, Okay?!

   S5:E411/14/2021

   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.

   Director:Maurice Marable

   Writer:Syreeta Singleton

   Be the first to start the conversation for this episode

   Director:Maurice Marable

   Writer:Syreeta Singleton
5. 

   7.6/10(239 votes)

   #5 - Surviving, Okay?!

   S5:E511/21/2021

   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.

   Director:Kerry Washington

   Writer:Laura Kittrell

   Be the first to start the conversation for this episode

   Director:Kerry Washington

   Writer:Laura Kittrell
6. 

   7.5/10(234 votes)

   #6 - Tired, Okay?!

   S5:E611/28/2021

   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.

   Director:Natasha Rothwell

   Writer:Grace Edwards

   Be the first to start the conversation for this episode

   Director:Natasha Rothwell

   Writer:Grace Edwards
TRENDING NOW
The 20 BEST Episodes of Insecure
READ
7. 

   7.8/10(238 votes)

   #7 - Chillin', Okay?!

   S5:E712/5/2021

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

   Director:Amy Aniobi

   Writer:Fran Richter

   Be the first to start the conversation for this episode

   Director:Amy Aniobi

   Writer:Fran Richter
8. 

   7.7/10(235 votes)

   #8 - Choices, Okay?!

   S5:E812/12/2021

   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.

   Director:Kevin Bray

   Writer:Eli Wilson Pelton

   Be the first to start the conversation for this episode

   Director:Kevin Bray

   Writer:Eli Wilson Pelton
9. 

   8.3/10(277 votes)

   #9 - Out, Okay?!

   S5:E912/19/2021

   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.

   Director:Prentice Penny

   Writer:Prentice Penny

   Be the first to start the conversation for this episode

   Director:Prentice Penny

   Writer:Prentice Penny
10. 

    8.3/10(391 votes)

    #10 - Everything Gonna Be, Okay?!

    S5:E1012/26/2021

    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.

    Director:Prentice Penny

    Writer:Issa Rae

    Be the first to start the conversation for this episode

    Director:Prentice Penny

    Writer:Issa Rae