Louie has a horrible night introducing Jerry Seinfeld for a benefit in the Hamptons, but his luck changes when he runs into a model who actually liked his act.
Louie's visit to the woman who got stuck in the elevator is interrupted when Jane gets in trouble at school; Louie takes an interest in the elevator woman's niece, Amia.
An old flame returns to New York, but Louie rejects her because he is interested in Amia, who then comes to him with some bad news. Louie and his ex have a meeting at school about Jane.
Louie and Janet spend the day together and issues arise, issues like their kids, their divorce, and Louie's life in its whole. Also, Louie has a flashback surrounding his and his ex-wife's marriage.
Louie's friend, Todd Barry, tells a hilarious story about the events of his day; Louie is torn about taking his relationship with Amia to the next level even though she is about to leave.
Pamela and Louie's daughters, Lilly and Jane, hit it off from the start. She also gets to meet Janet, Louie's ex-wife. After a nice afternoon and a less nice evening, Louie confesses his love to Pamela but doesn't get the reaction he wants.
