Insecure Show Summary, Upcoming Episodes and TV Guide

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.

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.

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.

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.

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.

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

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

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.