Pulling up to her ten-year college reunion in style as an alumni panelist, Issa's self-doubt quickly surfaces, while Molly ? - still reeling from her breakup ? - struggles to get out of her own head. As the crew takes the opportunity to reflect, old wounds remain tender.
Insecure explores the black female experience in an unclichéd and authentic way. Issa, like many of us, tries to figure out what - and who - she wants in life, and how to take control of it. Meanwhile, Molly is a successful corporate attorney who appears to have it all but struggles inside as she looks for external ways to fix her life. Aside from following the duo's entertaining lives, the half-hour series also includes a variety of hip music from indie and well-known artists, as well as touches on social and racial issues that relate to the contemporary black experience.