99 minutes
4/21/2000
Jesse is charming, romantic, and he knows how to pop the question; he just can't face marriage. So, when he and Hannah split up during the same week that a former fiancée dies, he decides to figure things out. He visits each woman about whom he's been serious to ask what went wrong. His teen flame, an independent woman who sometimes sleeps with him, and a group of lesbians give him advice, as does Anabeth, dead but lively in his dreams. One ex remains furious, but with the help of her inventive colleague, the level-headed insomniac Laura, Jesse even gets to talk to her. It's on to Anabeth's funeral, where he'll see Hannah, and maybe grasp what has been eluding him.
Tim Daly
as Jesse
Olivia d'Abo
as Hannah
Jami Gertz
as Lisa
Melora Hardin
as Laura
Laura Leighton
as Anabeth
Elizabeth Peña
as Martha
Mimi Rogers
as Marie
Katy Selverstone
as Peri
Arye Gross
as Roman
Lindsay Sloane
as Daphne
Jessica Hecht
as Architect's Receptionist
Kathleen Freeman
as Mrs. Hargrove
Michael B. Silver
as Joe
Neal Lerner
as Manny
Adilah Barnes
as High School Secretary
Alan F. Smith
as Petruchio
Stephanie Erb
as Zoe
Scott MacDonald
as Scot, the Jogger
Steve Vinovich
as Lisa's Husband
Serena Berman
as Arlene
Nike Doukas
as Flo
Elisa Gabrielli
as Joan
Lisa Lord
as Tiffany
Nadia Dajani
as Naomi
Georgann Johnson
as Anabeth's Mother
Jennifer Gibson
as Rochelle