Jessica’s trying to find the perfect ensemble to wear to a pitch meeting. But in agonizing over how to sartorially make that happen, she lets
us in on a simple fact: she’s like this even if there’s no meeting. Her life has been defined by a constant identity crisis masquerading as a clothing crisis which started when she was growing up in the South with a German mother and Jewish father and then continued based on the different boyfriends who came into her life. As she tells her story — with the help of her two imaginary mothers (both played by Abrams) — she finally arrives at who she is deep down and what she was meant to do in life.