Insecure

Continuing Sunday / 7:00pm HBO 28 min.
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.

Season 4

10 Episodes

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.
Jun 14 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.
Jun 07 2020
Issa and Lawrence catch up and talk life, careers, past mistakes, and what makes each of them happy.
May 31 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.
May 24 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.
May 17 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.
May 10 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.
May 03 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.
Apr 26 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.
Apr 19 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.
Apr 12 2020

Season 3

8 Episodes

After facing numerous obstacles, Issa gets discouraged about her project, while Molly helps give Issa a drama-free 30th birthday.
Sep 30 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.
Sep 23 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.
Sep 16 2018
The girls take a weekend trip to celebrate Tiffany. Molly has trouble leaving her obsession with work behind.
Sep 09 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.
Sep 02 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.
Aug 26 2018
Issa gets advice from Kelli about her financial situation and plays wingwoman as Daniel tries to make a music-industry connection.
Aug 19 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.
Aug 12 2018

Season 2

8 Episodes

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.
Sep 10 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.
Sep 03 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.
Aug 27 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.
Aug 20 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.
Aug 13 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.
Aug 06 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.
Jul 30 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.
Jul 23 2017

Season 1

8 Episodes

Molly and Issa's trip could be undone by lingering tension between them; and Lawrence catches up with his friends.
Nov 27 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.
Nov 20 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.
Nov 13 2016
Issa is mortified when a video of her profanity-laced rap at an open-mike night goes viral.
Nov 06 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.
Oct 30 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.
Oct 23 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.
Oct 16 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.
Oct 09 2016