When she struggles to find the time to see her friends, Issa pauses to take a look back at the journey that brought her to her current position.

Insecure

Everything Gonna Be, Okay?!

A farewell party nudges Issa to face her unresolved feelings; having spent all day enjoying herself, Molly finally confronts her fears.

Issa is at a crossroads with both her career and relationship; Molly spends an emotional day putting her parents' wills in order.

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

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

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

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

Molly and Issa assess their relationships to figure out who and what still matters.

Molly contemplates jumping back into the dating pool; Issa leans on an old friend.

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

Two black women share friendship and uncomfortable experiences.