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The Best Episodes of Insecure

Every episode of Insecure ranked from best to worst. Let's dive into the Best Episodes of Insecure!

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


Top Episode Highlight

The best episode of "Insecure" is "Lowkey Happy", rated 8.7/10 from 382 user votes. It was directed by Ava Berkofsky and written by Natasha Rothwell. "Lowkey Happy" aired on 5/31/2020 and is rated 0.1 point(s) higher than the second highest rated, "Lowkey Movin' On".

  • Lowkey Happy
    8.7/10 382 votes

    #1 - Lowkey Happy

    Season 4 Episode 8 - Aired 2020-05-31

    Issa and Lawrence catch up and talk life, careers, past mistakes, and what makes each of them happy.

    Director: Ava Berkofsky

    Writer: Natasha Rothwell

  • Lowkey Movin' On
    8.6/10 315 votes

    #2 - Lowkey Movin' On

    Season 4 Episode 5 - Aired 2020-05-10

    With the block party finally here, Issa is determined to deliver a memorable event, despite some surprises. Meanwhile, Tiffany enjoys a break from her baby, Kelli entertains a gullible new boo, and Molly attempts to put a grudge on hold.

    Director: Stella Meghie

    Writer: N/A

  • Out, Okay?!
    8.5/10 232 votes

    #3 - Out, Okay?!

    Season 5 Episode 9 - Aired 2021-12-19

    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: N/A

  • High-Like
    8.4/10 402 votes

    #4 - High-Like

    Season 3 Episode 5 - Aired 2018-09-09

    The girls take a weekend trip to celebrate Tiffany. Molly has trouble leaving her obsession with work behind.

    Director: Millicent Shelton

    Writer: N/A

  • Broken as F**k
    8.3/10 509 votes

    #5 - Broken as F**k

    Season 1 Episode 8 - Aired 2016-11-27

    The lingering tension between Molly and Issa threatens to resurface during a girls’ trip. Lawrence reconnects with his friends.

    Director: Melina Matsoukas

    Writer: Issa Rae

  • Hella Perspective
    8.3/10 435 votes

    #6 - Hella Perspective

    Season 2 Episode 8 - Aired 2017-09-10

    Issa, Molly and Lawrence face choices affecting their work and personal lives, and consider what the future holds for them.

    Director: Melina Matsoukas

    Writer: Issa Rae

  • Everything Gonna Be, Okay?!
    8.3/10 336 votes

    #7 - Everything Gonna Be, Okay?!

    Season 5 Episode 10 - Aired 2021-12-26

    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: N/A

  • Lowkey Trying
    8.2/10 255 votes

    #8 - Lowkey Trying

    Season 4 Episode 9 - Aired 2020-06-07

    Issa considers doing Nathan a platonic favor. Meanwhile, both Dr. Rhonda and Andrew ask Molly to consider a different approach in dealing with people who've wronged her, and Issa extends a timely olive branch.

    Director: Kerry Washington

    Writer: N/A

  • Real as F**k
    8.1/10 464 votes

    #9 - Real as F**k

    Season 1 Episode 7 - Aired 2016-11-20

    Issa preps for a fund-raiser, but has trouble staying focused. Meanwhile, Lawrence mulls a job opportunity; and Molly learns something new from an old friend.

    Director: Kevin Bray

    Writer: Prentice Penny

  • Lowkey Thankful
    8.1/10 269 votes

    #10 - Lowkey Thankful

    Season 4 Episode 3 - Aired 2020-04-26

    While Molly's family celebrates Thanksgiving together, Issa and Ahmal decide to do their own thing. Meanwhile, when Lawrence joins Friendsgiving at Condola's house, the new couple breaks some awkward ground.

    Director: Mark Sadlek

    Writer: N/A

  • Lowkey Lost
    8.1/10 260 votes

    #11 - Lowkey Lost

    Season 4 Episode 10 - Aired 2020-06-14

    Molly takes Andrew to a work function and they struggle to see eye to eye. Issa continues to search for happiness. The girls get a distressing call about a friend.

    Director: Prentice Penny

    Writer: N/A

  • Hella Great
    8.0/10 446 votes

    #12 - Hella Great

    Season 2 Episode 1 - Aired 2017-07-23

    Issa struggles in the aftermath of her breakup with Lawrence, while facing challenges at a new work assignment. Molly questions her worth at work, while Lawrence adjusts to his new living arrangement.

    Director: Melina Matsoukas

    Writer: Issa Rae

  • Hella Disrespectful
    8.0/10 412 votes

    #13 - Hella Disrespectful

    Season 2 Episode 7 - Aired 2017-09-03

    Tensions run high during Derek and Tiffany's dinner party. Molly rethinks her future after being forced to come to terms with her romantic realities. Issa tries to make things right with Frieda.

    Director: Kevin Bray

    Writer: Prentice Penny

  • Chillin', Okay?!
    8.0/10 201 votes

    #14 - Chillin', Okay?!

    Season 5 Episode 7 - Aired 2021-12-05

    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: N/A

  • Fresh-Like
    7.9/10 299 votes

    #15 - Fresh-Like

    Season 3 Episode 4 - Aired 2018-09-02

    Issa tries to let go of some cherished mementos. At work, Frieda tries to help Issa get back in Joanne's good graces. Molly bonds with her new colleagues about an over-confident associate and vents to her therapist about her status at work.

    Director: Stella Meghie

    Writer: N/A

  • Ghost-Like
    7.9/10 254 votes

    #16 - Ghost-Like

    Season 3 Episode 8 - Aired 2018-09-30

    After facing numerous obstacles, Issa gets discouraged about her project, while Molly helps give Issa a drama-free 30th birthday.

    Director: Regina King

    Writer: N/A

  • Lowkey Done
    7.9/10 261 votes

    #17 - Lowkey Done

    Season 4 Episode 6 - Aired 2020-05-17

    Feeling deflated after the block party, Issa seeks comfort.

    Director: Lacey Duke

    Writer: N/A

  • Pressure, Okay?!
    7.9/10 252 votes

    #18 - Pressure, Okay?!

    Season 5 Episode 3 - Aired 2021-11-07

    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: N/A

  • Guilty as F**k
    7.8/10 442 votes

    #19 - Guilty as F**k

    Season 1 Episode 6 - Aired 2016-11-13

    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

  • Ready-Like
    7.8/10 272 votes

    #20 - Ready-Like

    Season 3 Episode 6 - Aired 2018-09-16

    Issa needs moral support when her new project proves more complicated than she originally thought; Issa and Kelli press Molly to consider dating someone new; the girls attend Tiffany's baby shower and try to be helpful.

    Director: Liesl Tommy

    Writer: N/A

  • Reunited, Okay?!
    7.8/10 280 votes

    #21 - Reunited, Okay?!

    Season 5 Episode 1 - Aired 2021-10-24

    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

  • Surviving, Okay?!
    7.8/10 207 votes

    #22 - Surviving, Okay?!

    Season 5 Episode 5 - Aired 2021-11-21

    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: N/A

  • Choices, Okay?!
    7.8/10 195 votes

    #23 - Choices, Okay?!

    Season 5 Episode 8 - Aired 2021-12-12

    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: N/A

  • Thirsty as F**k
    7.7/10 485 votes

    #24 - Thirsty as F**k

    Season 1 Episode 4 - Aired 2016-10-30

    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

  • Hella Questions
    7.7/10 388 votes

    #25 - Hella Questions

    Season 2 Episode 2 - Aired 2017-07-30

    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