For Love or Money (1963)

Frustrated by her three daughters' poor taste in men, an eccentric widow pays attorney Deke Gentry $100,000 to match them with handpicked suitors. While Bonnie and Jan are easily paired off, Kate's matchup proves a challenge.

Her intended suitor, a boozy baby food tycoon, keeps standing her up. But Kate soon realizes the real catch might be Deke himself-and sets her sights on him instead.