Insecure

Issa attempts to move on in the aftermath of her break-up and faces challenges with a new work assignment; Molly doubts her worth at work; Lawrence adjusts to a new living arrangement.

Issa tries to understand a cryptic encounter; Lawrence ponders crucial decisions; Issa and Frieda deal with a problematic vice principal; after receiving some harsh truths, Molly schemes to join the office boys' club.

A sexually frustrated Issa explores a new outlook on dating; Molly meets a promising new guy on a girls' night out; Lawrence's new work friends test his commitment.

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

Molly attends her parents' vow renewal ceremony and the day doesn't pan out as expected; Lawrence discovers something new about Issa.

Issa encounters disappointment as she tries to maintain her roster; Molly embraces something new; Lawrence has an unpleasant experience while trying to pitch his new app at work.