Insecure | Season 5 | Episode 7

Chillin', Okay?!

TV-MA | 29 MIN

A long overdue girls' night filled with self-reflection and real talk puts things into perspective for Issa and her friends.

At her 10-year college reunion, Issa's self-doubt quickly surfaces, while Molly struggles to get out of her own head.

Molly contemplates jumping back into the dating pool, while Issa -- struggling to find her footing at work -- leans on an old friend.

Eager to embrace newfound responsibilities, one of Issa's exes finds himself torn between two places.

Issa treads awkward waters with her new man and plays defense against online attacks, while Molly juggles multiple suitors.

A family emergency finds Molly stretched thin. Issa and her new man grow closer than ever.

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

A long overdue girls' night filled with self-reflection and real talk puts things into perspective for Issa and her friends.

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

Issa navigates unresolved feelings when tensions escalate at a friend's going-away party. Molly lets loose with her new man.

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.