The Bachelor (1999)

Synopsis
In this romantic comedy, Chris O'Donnell plays Jimmie, the grandson of an eccentric millionaire. At the reading of his grandfather's will, Jimmie learns that he stands to inherit $100 million on his 30th birthday. There's only one stipulation: Jimmie has to be married to get the money. And he is going to turn 30 in 24 hours. Jimmie and his sweetheart (Renee Zellweger) have already been talking about marriage, but she thinks it's wrong to marry for the money. The Bachelor co-stars James Cromwell, Brooke Shields, and singer Mariah Carey in her acting debut. This story was filmed before in Buster Keaton's silent classic, Seven Chances. ~ Mark Deming, All Movie Guide