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.

Last Updated: 11/13/2024Network: HBOStatus: Ended
Share:
Everything Gonna Be, Okay?!
star
8.18
135 votes

#1 - 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.

Directors: Prentice Penny
Writer: Issa Rae
Watch Now:AmazonApple TV
Lowkey Happy
star
8.17
197 votes

#2 - 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.

Directors: Ava Berkofsky
Watch Now:AmazonApple TV
Hella Perspective
star
8.17
527 votes

#3 - Hella Perspective

Season 2 - Episode 8 - Aired 9/10/2017

Over the course of one pivotal month, Issa, Molly and Lawrence face choices affecting their work and personal lives, with each considering whether to embrace a new future or look back to the past.

Directors: Melina Matsoukas
Writer: Issa Rae
Watch Now:AmazonApple TV
Ghost-Like
star
8.15
268 votes

#4 - Ghost-Like

Season 3 - Episode 8 - Aired 9/30/2018

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

Directors: Regina King
Watch Now:AmazonApple TV
Broken as F**k
star
8.13
713 votes

#5 - Broken as F**k

Season 1 - Episode 8 - Aired 11/27/2016

Molly and Issa's trip could be undone by lingering tension between them; and Lawrence catches up with his friends.

Directors: Melina Matsoukas
Writer: Issa Rae
Watch Now:AmazonApple TV
High-Like
star
8.11
313 votes

#6 - High-Like

Season 3 - Episode 5 - Aired 9/9/2018

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

Watch Now:AmazonApple TV
Chillin’, Okay?!
star
8.11
149 votes

#7 - 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.

Directors: Amy Aniobi
Writer: Fran Richter
Watch Now:AmazonApple TV
Lowkey Movin' On
star
8.04
218 votes

#8 - 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.

Directors: Stella Meghie
Watch Now:AmazonApple TV
Hella Disrespectful
star
8.03
579 votes

#9 - Hella Disrespectful

Season 2 - Episode 7 - Aired 9/3/2017

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.

Directors: Kevin Bray
Watch Now:AmazonApple TV
Real as F**k
star
8.02
705 votes

#10 - Real as F**k

Season 1 - Episode 7 - Aired 11/20/2016

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.

Directors: Kevin Bray
Watch Now:AmazonApple TV
Out, Okay?!
star
8.02
120 votes

#11 - 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.

Directors: Prentice Penny
Watch Now:AmazonApple TV
Lowkey Lost
star
8.00
196 votes

#12 - 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.

Directors: Prentice Penny
Watch Now:AmazonApple TV
Hella LA
star
7.97
587 votes

#13 - Hella LA

Season 2 - Episode 4 - Aired 8/13/2017

Issa's newfound confidence is shaken at a day party; Molly has an eventful reunion with a childhood friend; Lawrence's trip to the grocery store turns into a wild and crazy night.

Directors: Prentice Penny
Watch Now:AmazonApple TV
Familiar-Like
star
7.96
310 votes

#14 - Familiar-Like

Season 3 - Episode 2 - Aired 8/19/2018

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

Directors: Pete Chatmon
Writer: Amy Aniobi
Watch Now:AmazonApple TV
Hella Blows
star
7.95
574 votes

#15 - 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.

Directors: Kevin Bray
Watch Now:AmazonApple TV
Hella Shook
star
7.94
551 votes

#16 - Hella Shook

Season 2 - Episode 5 - Aired 8/20/2017

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.

Directors: Tina Mabry
Writer: Ben Dougan
Watch Now:AmazonApple TV
Lowkey Trying
star
7.94
185 votes

#17 - 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.

Directors: Kerry Washington
Watch Now:AmazonApple TV
Lowkey Thankful
star
7.93
216 votes

#18 - 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.

Directors: Mark Sadlek
Watch Now:AmazonApple TV
Hella Great
star
7.92
681 votes

#19 - Hella Great

Season 2 - Episode 1 - Aired 7/23/2017

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.

Directors: Melina Matsoukas
Writer: Issa Rae
Watch Now:AmazonApple TV
Lowkey Distant
star
7.89
227 votes

#20 - 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.

Directors: Thembi Banks
Writer: Amy Aniobi
Watch Now:AmazonApple TV
Obsessed-Like
star
7.87
282 votes

#21 - 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.

Directors: Kevin Bray
Watch Now:AmazonApple TV
Surviving, Okay?!
star
7.86
141 votes

#22 - 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.

Directors: Kerry Washington
Watch Now:AmazonApple TV
Fresh-Like
star
7.86
292 votes

#23 - 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.

Directors: Stella Meghie
Watch Now:AmazonApple TV
Ready-Like
star
7.85
289 votes

#24 - 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.

Directors: Liesl Tommy
Watch Now:AmazonApple TV
Thirsty as F**k
star
7.85
715 votes

#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.

Directors: Kevin Bray
Watch Now:AmazonApple TV