63
About
Swaggering, womanizing Jerry and his hen-pecked buddy Pat are in a bind: their clients aren't dying fast enough! They buy insurance policies from the terminally ill, and bet on them to kick the bucket on schedule. But their luck is about to change when they meet Barbara, who has a $2million policy and 3 months to live.
Theatrical
Apr 1, 1999
Director
Writers
Producers
Todd Hoffman, Richard L. Schnakenberg, Paul Hertzberg
Music
Studio
Dogsmile Pictures
Where to Watch
Region
Sky Go
Stream included
Included
WOW
Stream included
Included
Wow Fiction Amazon Channel
Stream included
Included
Prices last updated October 3, 2026. Pricing and availability may vary by region.
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Cast
Full credits →J
John C. Reilly
Pat
W
William Fichtner
Jerry
K
Kelly McGillis
Fake Barbara / Ellie
D
David Rasche
Denny
D
Dan Castellaneta
Neal
B
Bill Bolender
Shamansky
S
Steve Tyler
Costar
S
Stuart Pankin
Insurance Agent
M
Monica Staggs
Real Barbara
S
Sharon Brathwaite
Receptionist
C
Carol Mansell
Bookstore Cashier
J
Jonathan McMurtry
Dr. Van Buren
J
Jeffrey T. Unterkofler
Repo Man
C
Carrie Jean Yazel
Bartender / Pat's Wife
H
Hannah McLoughlin
Pat's Bratty Kid
S
Stephanie Blake
Carla
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