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The Worst Episodes of Insecure

Every episode of Insecure ranked from worst to best. Explore the Worst Episodes of Insecure!

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Follows the awkward experiences and racy tribulations of a modern-day African-American woman.

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Episode Rankings

  1. #1 Worst Episode
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    Insecure Season 1 Episode 2 - Messy as F**k
    7.1/10(599 votes)

    #1 - Messy as F**k

    S1:E2

    After the unexpected events of the previous night, Issa tries to decide what to do about Lawrence, while sticking to her plan to embrace a bolder side of herself. Molly treats herself to a “fancy day” and goes on a promising date. Lawrence gets advice from an unexpected source.

    Director:Cecile Emeke
    Writer:Issa Rae

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  2. Insecure Season 1 Episode 1 - Insecure as F**k
    7.3/10(833 votes)

    #2 - Insecure as F**k

    S1:E1

    In the wake of her 29th birthday, Issa Dee reconsiders her dead-end relationship with Lawrence, her live-in boyfriend. Meanwhile, Issa’s best friend, Molly, mourns her singledom and the state of her “lady parts.” Later, Issa uses an open-mic night as an excuse to reconnect with an ex.

    Director:Melina Matsoukas
    Writers:Issa Rae, Larry Wilmore

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  3. Insecure Season 2 Episode 5 - Hella Shook
    7.3/10(408 votes)

    #3 - Hella Shook

    S2:E5

    Issa attempts to build a roster and butts heads with Frieda at a work retreat. Molly's day takes an unexpected turn at her parents' vow renewal ceremony. Lawrence stumbles upon some news about Issa.

    Director:Tina Mabry
    Writer:Ben Dougan

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  4. Insecure Season 2 Episode 6 - Hella Blows
    7.3/10(400 votes)

    #4 - Hella Blows

    S2:E6

    Issa maintains her roster but is met with disappointment as she finds herself without a car. Molly worries about an important friendship while embracing something new. Lawrence gets a rude awakening at work after pitching his app.

    Director:Kevin Bray
    Writers:Ben Cory Jones, Regina Y. Hicks

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  5. Insecure Season 4 Episode 7 - Lowkey Trippin'
    7.3/10(296 votes)

    #5 - Lowkey Trippin'

    S4:E7

    Trying to leave her troubles with Issa behind, Molly goes on a couples vacation to Mexico with Andrew and his brother and sister-in-law.

    Director:Jay Ellis
    Writer:Unknown

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  6. Insecure Season 5 Episode 2 - Growth, Okay?!
    7.3/10(275 votes)

    #6 - Growth, Okay?!

    S5:E2

    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:Unknown

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  7. Insecure Season 5 Episode 4 - Faulty, Okay?!
    7.3/10(240 votes)

    #7 - Faulty, Okay?!

    S5:E4

    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:Unknown

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  8. Insecure Season 1 Episode 3 - Racist as F**k
    7.4/10(557 votes)

    #8 - Racist as F**k

    S1:E3

    Issa and Lawrence try to move past their issues at home, as she deals with her colleagues’ doubts and he gets a reality check from a head hunter. Molly introduces Jared to her friends, and later struggles to give words of wisdom to a new summer associate at work.

    Director:Melina Matsoukas
    Writer:Dayna Lynne North

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  9. Insecure Season 2 Episode 3 - Hella Open
    7.4/10(417 votes)

    #9 - Hella Open

    S2:E3

    A sexually frustrated Issa explores a new dating outlook. On a girls' night out, Molly meets a promising new guy. Lawrence's commitment is tested by his new work friends.

    Director:Marta Cunningham
    Writer:Dayna Lynne North

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  10. Insecure Season 2 Episode 4 - Hella LA
    7.4/10(447 votes)

    #10 - Hella LA

    S2:E4

    At a day party, Issa has her newfound confidence shaken. Molly has a blast from the past with childhood friend, Dro. A trip to the grocery store turns into a wild and crazy night for Lawrence.

    Director:Prentice Penny
    Writer:Laura Kittrell

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  11. Insecure Season 3 Episode 1 - Better-Like
    7.4/10(439 votes)

    #11 - Better-Like

    S3:E1

    Issa crashes on Daniel’s couch and tries to save up extra cash. Molly returns from a beach vacation with renewed determination to maintain boundaries in her life.

    Director:Prentice Penny
    Writer:Unknown

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  12. Insecure Season 3 Episode 3 - Backwards-Like
    7.4/10(312 votes)

    #12 - Backwards-Like

    S3:E3

    Issa is inspired while recruiting at a job fair with Frieda. Later, she treats Daniel to a thank-you dinner as she remains hopeful about their future. Molly starts her dream job at a black-owned law firm.

    Director:Maurice Marable
    Writer:Unknown

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  13. Insecure Season 3 Episode 7 - Obsessed-Like
    7.4/10(288 votes)

    #13 - Obsessed-Like

    S3:E7

    Issa tries to concentrate on her business plan, but is driven to distraction; Molly steps out of her comfort zone in her love life.

    Director:Kevin Bray
    Writer:Unknown

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  14. Insecure Season 4 Episode 4 - Lowkey Losin' It
    7.4/10(272 votes)

    #14 - Lowkey Losin' It

    S4:E4

    The girls get together to help Tiffany with her new baby girl. Later, Issa struggles to finalize key details for the block party and turns to Molly to leverage Andrew's connections.

    Director:Nijla Mu'min
    Writer:Unknown

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  15. Insecure Season 1 Episode 5 - Shady as F**k
    7.5/10(494 votes)

    #15 - Shady as F**k

    S1:E5

    Issa is mortified when a video of her profanity-laced rap at an open-mike night goes viral.

    Director:Melina Matsoukas
    Writer:Ben Dougan

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  16. Insecure Season 3 Episode 2 - Familiar-Like
    7.5/10(339 votes)

    #16 - Familiar-Like

    S3:E2

    Issa gets advice from Kelli about her financial situation and plays wingwoman as Daniel tries to make a music-industry connection.

    Director:Pete Chatmon
    Writer:Unknown

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  17. Insecure Season 4 Episode 1 - Lowkey Feelin' Myself
    7.5/10(306 votes)

    #17 - Lowkey Feelin' Myself

    S4:E1

    Issa throws a mixer to recruit sponsors for an upcoming block party, but she feels upstaged by her new friend, Condola. Molly wants more with Andrew.

    Director:Kevin Bray
    Writer:Unknown

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  18. Insecure Season 5 Episode 6 - Tired, Okay?!
    7.5/10(230 votes)

    #18 - Tired, Okay?!

    S5:E6

    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:Unknown

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  19. Insecure Season 1 Episode 4 - Thirsty as F**k
    7.6/10(525 votes)

    #19 - Thirsty as F**k

    S1:E4

    Although things are better than ever with Lawrence, Issa turns to Daniel for help during Career Day. Molly finds herself in a tough position when a partner asks her to give Rasheeda a talking-to. Facing disappointment at his new job, Lawrence bonds with a surprising confidante.

    Director:Kevin Bray
    Writer:Laura Kittrell

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  20. Insecure Season 2 Episode 2 - Hella Questions
    7.6/10(426 votes)

    #20 - Hella Questions

    S2:E2

    Issa tries to make sense of a cryptic encounter. Lawrence considers some crucial decisions. After being on the receiving end of some harsh truths, Molly plots to join the office "boys club." Issa and Frieda encounter a problematic vice principal.

    Director:Melina Matsoukas
    Writer:Amy Aniobi

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  21. Insecure Season 4 Episode 2 - Lowkey Distant
    7.6/10(273 votes)

    #21 - Lowkey Distant

    S4:E2

    When Issa and Condola decide to confront the elephant in the room head-on, Lawrence gets uncomfortable; in search of a real connection, Molly struggles to get Andrew to open up during a date night.

    Director:Thembi Banks
    Writers:Issa Rae, Amy Aniobi, Larry Wilmore

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  22. Insecure Season 5 Episode 1 - Reunited, Okay?!
    7.6/10(312 votes)

    #22 - Reunited, Okay?!

    S5:E1

    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

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  23. Insecure Season 5 Episode 5 - Surviving, Okay?!
    7.6/10(235 votes)

    #23 - Surviving, Okay?!

    S5:E5

    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:Unknown

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  24. Insecure Season 5 Episode 8 - Choices, Okay?!
    7.6/10(228 votes)

    #24 - Choices, Okay?!

    S5:E8

    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:Unknown

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  25. Insecure Season 1 Episode 6 - Guilty as F**k
    7.7/10(485 votes)

    #25 - Guilty as F**k

    S1:E6

    Issa tries to hide her guilt from Lawrence, who reiterates his love for her. Meanwhile, Molly dives into a new romance, but has second thoughts about the future after learning unsavory details about her new boyfriend's past.

    Director:Debbie Allen
    Writer:Amy Aniobi

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Worst Episodes Summary

"Messy as F**k" is the worst rated episode of "Insecure". It scored 7.1/10 based on 599 votes. Directed by Cecile Emeke and written by Issa Rae, it aired on 10/16/2016. This episode scored 0.2 points lower than the second lowest rated, "Insecure as F**k".