Episode guide

Insecure

44 episodes · 5 seasons · 2016–2021 · HBO

← Show package · 2010s

Season 1

8 episodes

  1. S01E01 Insecure as Fuck

    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. S01E02 Messy as Fuck

    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.

  3. S01E03 Racist as Fuck

    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.

  4. S01E04 Thirsty as Fuck

    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.

  5. S01E05 Shady as Fuck

    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.

  6. S01E06 Guilty as Fuck

    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.

  7. S01E07 Real as Fuck

    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.

  8. S01E08 Broken as Fuck

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

Season 2

8 episodes

  1. S02E01 Hella Great

    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.

  2. S02E02 Hella Questions

    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.

  3. S02E03 Hella Open

    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.

  4. S02E04 Hella La

    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.

  5. S02E05 Hella Shook

    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.

  6. S02E06 Hella Blows

    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.

  7. S02E07 Hella Disrespectful

    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.

  8. S02E08 Hella Perspective

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

Season 3

8 episodes

  1. S03E01 Better-Like

    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.

  2. S03E02 Familiar-Like

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

  3. S03E03 Backwards-Like

    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.

  4. S03E04 Fresh-Like

    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.

  5. S03E05 High-Like

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

  6. S03E06 Ready-Like

    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.

  7. S03E07 Obsessed-Like

    Issa tries to concentrate on her business plan, but is driven to distraction. Molly steps out of her comfort zone in her love life.

  8. S03E08 Ghost-Like

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

Season 4

10 episodes

  1. S04E01 Lowkey Feelin' Myself

    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.

  2. S04E02 Lowkey Distant

    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.

  3. S04E03 Lowkey Thankful

    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.

  4. S04E04 Lowkey Losin' It

    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.

  5. S04E05 Lowkey Movin' On

    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.

  6. S04E06 Lowkey Done

    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.

  7. S04E07 Lowkey Trippin'

    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.

  8. S04E08 Lowkey Happy

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

  9. S04E09 Lowkey Trying

    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.

  10. S04E10 Lowkey Lost

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

Season 5

10 episodes

  1. S05E01 Reunited, Okay?

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

  2. S05E02 Growth, Okay?!

    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.

  3. S05E03 Pressure, Okay ?!

    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. S05E04 Faulty, Okay ?!

    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.

  5. S05E05 Surviving, Okay ?!

    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.

  6. S05E06 Tired, Okay?!

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

  7. S05E07 Chillin', Okay?!

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

  8. S05E08 Choices, Okay?!

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

  9. S05E09 Out, Okay?!

    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.

  10. S05E10 Everything Gonna Be, Okay?!

    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.