Jake Singer (Chris Eigeman) is the quintessential New Yorker. He’s smart, he’s successful, but he’s also a bit lonely and currently neck deep in psychotherapy with the outrageous Freudian therapist, Dr. Morales (Ian Holm). When Jake meets beautiful Allegra Marshall (Famke Janssen), who also happens to be a very wealthy young widow, all his feelings of self-doubt and inadequacies must be overcome - along with his firing of Dr. Morales - in order to realize that sometimes love is the best therapy.