Insecure

Main Cast

Episode Guide

Season 1

• Episode 1: Insecure as Fuck
  Aired: Oct 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.

• Episode 2: Messy as Fuck
  Aired: Oct 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.

• Episode 3: Racist as Fuck
  Aired: Oct 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.

• Episode 4: Thirsty as Fuck
  Aired: Oct 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.

• Episode 5: Shady as Fuck
  Aired: Nov 6, 2016

  A mortified Issa searches for a way to get her open mic video taken down and finds herself reconnecting with Daniel during a trip to his studio. Lawrence faces questions about his future with Issa. Molly invites her "perfect guy" Chris to her co-worker's engagement party, while attempting to navigate her "friendship" with Jared.

• Episode 6: Guilty as Fuck
  Aired: Nov 13, 2016

  Issa tries to keep things together while hiding her guilt, as Lawrence doubles down on his commitment to her. Molly embraces a new relationship, but after learning more than she wants to about her new beau's past, struggles to focus on their future.

• Episode 7: Real as Fuck
  Aired: Nov 20, 2016

  As Issa prepares for an important work fundraiser, her plan to keep focused gets derailed. Lawrence considers a career opportunity. Molly runs into an old friend with a new outlook.

• Episode 8: Broken as Fuck
  Aired: Nov 27, 2016

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

Season 2

• Episode 1: Hella Great
  Aired: Jul 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. Lawrence adjusts to his new living arrangement.

• Episode 2: Hella Questions
  Aired: Jul 30, 2017

  Issa tries to make sense of a cryptic encounter. Lawrence considers crucial decisions. After being on the receiving end of harsh truths, Molly plots to join the office "boys club." Issa and Frieda encounter a problematic vice principal.

• Episode 3: Hella Open
  Aired: Aug 6, 2017

  A sexually frustrated Issa explores a new dating outlook. On a girls' night out, Molly meets a promising new guy. Lawrence's commitment is tested by his new work friends.

• Episode 4: Hella La
  Aired: Aug 13, 2017

  At a day party, Issa has her newfound confidence shaken. Molly has a blast from the past with Dro, a childhood friend. A trip to the grocery store turns into a wild and crazy night for Lawrence.

• Episode 5: Hella Shook
  Aired: Aug 20, 2017

  Issa tries to build a roster at a work retreat, but butts heads with Frieda. Meanwhile, Molly's day takes an unexpected turn at her parents' vow renewal ceremony; and Lawrence stumbles upon news about Issa.

• Episode 6: Hella Blows
  Aired: Aug 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.

• Episode 7: Hella Disrespectful
  Aired: Sep 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.

• Episode 8: Hella Perspective
  Aired: Sep 10, 2017

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

Season 3

• Episode 1: Better-Like
  Aired: Aug 12, 2018

  Issa crashes on Daniel's couch and tries to save up some extra cash. Molly returns from a beach vacation with renewed determination to maintain boundaries in her life.

• Episode 2: Familiar-Like
  Aired: Aug 19, 2018

  Issa gets advice from Kelli about her financial situation. Later, Issa plays wing woman as Daniel tries to make a music-industry connection.

• Episode 3: Backwards-Like
  Aired: Aug 26, 2018

  Issa is inspired while recruiting at a job fair with Frieda. Later, Issa 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.

• Episode 4: Fresh-Like
  Aired: Sep 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.

• Episode 5: High-Like
  Aired: Sep 9, 2018

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

• Episode 6: Ready-Like
  Aired: Sep 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. Later, the girls attend Tiffany's baby shower and try to be helpful.

• Episode 7: Obsessed-Like
  Aired: Sep 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.

• Episode 8: Ghost-Like
  Aired: Sep 30, 2018

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

Season 4

• Episode 1: Lowkey Feelin' Myself
  Aired: Apr 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.

• Episode 2: Lowkey Distant
  Aired: Apr 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.

• Episode 3: Lowkey Thankful
  Aired: Apr 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.

• Episode 4: Lowkey Losin' It
  Aired: May 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.

• Episode 5: Lowkey Movin' On
  Aired: May 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.

• Episode 6: Lowkey Done
  Aired: May 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.

• Episode 7: Lowkey Trippin'
  Aired: May 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.

• Episode 8: Lowkey Happy
  Aired: May 31, 2020

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

• Episode 9: Lowkey Trying
  Aired: Jun 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.

• Episode 10: Lowkey Lost
  Aired: Jun 14, 2020

  The girls rally behind a friend. Molly and Andrew find themselves at a crossroads. Issa continues to search for happiness.

Season 5

• Episode 1: Reunited, Okay?
  Aired: Oct 24, 2021

  At her ten-year college reunion, Issa's self-doubt quickly surfaces, while Molly struggles to get out of her own head.

• Episode 2: Growth, Okay?!
  Aired: Oct 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.

• Episode 3: Pressure, Okay ?!
  Aired: Nov 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.

• Episode 4: Faulty, Okay ?!
  Aired: Nov 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.

• Episode 5: Surviving, Okay ?!
  Aired: Nov 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.

• Episode 6: Tired, Okay?!
  Aired: Nov 28, 2021

  A distracted Issa mulls over difficult choices in both work and love, while Molly finds a comforting audience in an unlikely source.

• Episode 7: Chillin', Okay?!
  Aired: Dec 5, 2021

  A much-needed girls' night puts things into perspective for Issa and her crew.

• Episode 8: Choices, Okay?!
  Aired: Dec 12, 2021

  Issa finds herself at a crossroads in both her career and relationship. Molly spends an emotional day getting her parents' will in order.

• Episode 9: Out, Okay?!
  Aired: Dec 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.

• Episode 10: Everything Gonna Be, Okay?!
  Aired: Dec 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.