The WORST episodes of Insecure
Every episode of Insecure ever, ranked from worst to best by thousands of votes from fans of the show. The worst episodes of Insecure!
Follows the awkward experiences and racy tribulations of a modern-day African-American woman. Issa and Molly, these best friends must deal with their own real-life flaws as they attempt to navigate different worlds and cope with an endless series of uncomfortable everyday experiences.
#1 - Insecure as F**k
Season 1 - Episode 1 - Aired 10/9/2016
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.
#2 - Racist as F**k
Season 1 - Episode 3 - Aired 10/23/2016
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.
#3 - Pressure, Okay?!
Season 5 - Episode 3 - Aired 11/7/2021
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.
#4 - Messy as F**k
Season 1 - Episode 2 - Aired 10/16/2016
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.
#5 - Choices, Okay?!
Season 5 - Episode 8 - Aired 12/12/2021
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.
#6 - Lowkey Trippin'
Season 4 - Episode 7 - Aired 5/24/2020
Molly and Andrew take off for their first couples’ vacation with Andrew’s brother Victor and his wife Lydia – and despite their packed schedule, the trip is smooth sailing until a hotel employee steps out of line. Meanwhile, Molly begins to reevaluate her inability to let things go.
#7 - Faulty, Okay?!
Season 5 - Episode 4 - Aired 11/14/2021
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.
#8 - Growth, Okay?!
Season 5 - Episode 2 - Aired 10/31/2021
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.
#9 - Hella Questions
Season 2 - Episode 2 - Aired 7/30/2017
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.
#10 - Lowkey Feelin' Myself
Season 4 - Episode 1 - Aired 4/12/2020
With Condola's guidance, Issa prepares for a mixer in her courtyard to pitch the block party to potential sponsors – but tensions rise when they discover a mutual connection. Molly begins to develop unexpected feelings for Andrew.
#11 - Shady as F**k
Season 1 - Episode 5 - Aired 11/6/2016
Issa is mortified when a video of her profanity-laced rap at an open-mike night goes viral.
#12 - Guilty as F**k
Season 1 - Episode 6 - Aired 11/13/2016
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.
#13 - Reunited, Okay?!
Season 5 - Episode 1 - Aired 10/24/2021
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.
#14 - Lowkey Losin' It
Season 4 - Episode 4 - Aired 5/3/2020
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.
#15 - Tired, Okay?!
Season 5 - Episode 6 - Aired 11/28/2021
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.
#16 - Backwards-Like
Season 3 - Episode 3 - Aired 8/26/2018
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.
#17 - Hella Open
Season 2 - Episode 3 - Aired 8/6/2017
Issa's sexual frustration prompts her to reassess her dating outlook; Molly meets a potential beau on a girls' night out; Lawrence's new work friends test his commitment.
#18 - Lowkey Done
Season 4 - Episode 6 - Aired 5/17/2020
In need of some positive vibes after the block party, Issa goes out of her way to do good for random people across L.A., eventually turning to an unlikely source for comfort. Meanwhile, Kelli urges her friends to reconcile.
#19 - Better-Like
Season 3 - Episode 1 - Aired 8/12/2018
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.
#20 - Thirsty as F**k
Season 1 - Episode 4 - Aired 10/30/2016
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.
#21 - Fresh-Like
Season 3 - Episode 4 - Aired 9/2/2018
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.
#22 - Ready-Like
Season 3 - Episode 6 - Aired 9/16/2018
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.
#23 - Obsessed-Like
Season 3 - Episode 7 - Aired 9/23/2018
Issa tries to concentrate on her business plan but is driven to distraction; Molly steps out of her comfort zone in her love life.
#24 - Surviving, Okay?!
Season 5 - Episode 5 - Aired 11/21/2021
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.
#25 - Lowkey Distant
Season 4 - Episode 2 - Aired 4/19/2020
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 carefully architected date night.