One thousand brides. One hundred million dollars. Jimmie Shannon is about to discover the true value of love. When he least expects it, Jimmie Shannon (Chris O'Donnell) falls in love with Anne (Academy Award winner Renée Zellweger). After a three-year relationship, Jimmie reluctantly proposes marriage to Anne, but sensing his uncertainty, Anne rejects Jimmie. Then Jimmie's grandfather dies and leaves him $100 million--on the condition that Jimmie marry before he turns 30. The problem is, Jimmie's thirtieth birthday is now 24 hours away, and he must find a bride or lose a fortune.