Walter Matthau plays Henry Graham, a selfish and financially careless playboy who must marry a wealthy woman in order to maintain his lavish lifestyle.
Elaine May portrays Henrietta Lowell, a clumsy and awkward botany professor who becomes the target of Henry's scheme to marry into her fortune.
Jack Weston stars as Andy McPherson, Henry's loyal and somewhat bumbling best friend who aids him in his quest to secure a wealthy marriage.
George Rose plays Harold, Henry's loyal butler who tries to keep up with his erratic and extravagant demands.
James Coco appears as Uncle Harry, a comical and extravagant family member of Henrietta who adds to the chaos in Henry's plan.
Doris Roberts portrays Mrs. Traggert, Henrietta's concerned and nosy housekeeper who becomes suspicious of Henry's intentions.
Renée Taylor stars as Sharon Hart, a friend of Henrietta who tries to warn her about Henry's true motives.
William Redfield plays Beckett, a lawyer involved in Henry's attempts to secure a wealthy marriage for financial gain.
Graham Jarvis portrays Bo, one of Henry's associates who assists him in his elaborate scheme to deceive Henrietta.
Jess Osuna plays Frank, a member of Henry's entourage who partakes in his extravagant lifestyle and schemes.
David Doyle appears as Mel, another one of Henry's associates who gets entangled in his elaborate plan to marry for money.
Fred Stewart portrays Mr. von Rensaeller, a wealthy and influential figure who becomes a target in Henry's pursuit of financial stability.
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