The BEST episodes of Insecure
Every episode of Insecure ever, ranked from best to worst by thousands of votes from fans of the show. The best 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 - 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.
#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 - 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.
#4 - 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.
#5 - Everything Gonna Be, Okay?!
Season 5 - Episode 10 - Aired 12/26/2021
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.
#6 - 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.
#7 - Lowkey Thankful
Season 4 - Episode 3 - Aired 4/26/2020
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.
#8 - 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.
#9 - Lowkey Movin' On
Season 4 - Episode 5 - Aired 5/10/2020
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.
#10 - 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.
#11 - 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.
#12 - Lowkey Happy
Season 4 - Episode 8 - Aired 5/31/2020
Issa and Lawrence catch up and talk life, careers, past mistakes, and what makes each of them happy.
#13 - Lowkey Trying
Season 4 - Episode 9 - Aired 6/7/2020
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.
#14 - Lowkey Lost
Season 4 - Episode 10 - Aired 6/14/2020
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.
#15 - 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.
#16 - 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.
#17 - 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.
#18 - 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.
#19 - 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.
#20 - 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.
#21 - Chillin’, Okay?!
Season 5 - Episode 7 - Aired 12/5/2021
A long overdue girls’ night filled with self-reflection and real talk puts things into perspective for Issa and her friends.
#22 - 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.
#23 - Out, Okay?!
Season 5 - Episode 9 - Aired 12/19/2021
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.
#24 - Hella Blows
Season 2 - Episode 6 - Aired 8/27/2017
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.
#25 - 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.