Help Me Help You focuses on Dr. Bill Hoffman and five people he treats in group therapy: Dave, who recently attempted suicide, Jonathan, who is in denial about his sexuality, Inger, who lacks basic social skills, Darlene, who has many issues, not least of which is a preoccupation with Dr. Hoffman, and Michael, who has been mandated by law into therapy for anger issues. But despite being a well-respected clinician who has written several psychotherapy books, Bill has some issues of his own, including dealing with the recent end of his 25-year marriage to Anne. Bill's clients take his advice in trying to improve their lives, while Bill tries to do the same for his own life.
It's party time for Bill and the group. For Dave, it's a blowout thrown by a female coworker he has his eye on, but pre-party hunger pangs do him in. Jonathan invites everyone to celebrate his birthday---by standing in line for hours for frozen yogurt. Inger and the feuding Darlene and Michael show up. And Bill throws a raucous, if boring, beer bash at Anne's house to impress a woman he's afraid to ask out.