Jack & Jill is an American comedy-drama television series created and produced by Randi Mayem Singer. It ran from September 26, 1999, to April 15, 2001, on The WB. The series stars Ivan Sergei, Amanda Peet, Sarah Paulson, Jaime Pressly, Justin Kirk, and Simon Rex.
Jacqueline Barrett ("Jack") abandons her unfaithful fiance at the altar, and heads to NYC (where her friend Audrey works as a dancer) to rebuild her life. Moving in to Audrey's apartment, she encounters David Jillefsky ("Jill") who's preparing to move in with his girlfriend Elisa. "Jack" and "Jill" develop a hot and cold romantic relationship, but face obstacles in their relationships with their friends.