The Bachelor VHS Tape

The Bachelor (1999) is a romantic comedy directed by Gary Sinyor, starring Chris O'Donnell as Jimmie Shannon, a commitment-phobic man who learns he must marry by 6:05 p.m. on his 30th birthday to inherit $100 million from his late grandfather. After botching a proposal to his girlfriend Anne (Renée Zellweger), Jimmie embarks on a frantic quest to find a bride, revisiting past relationships and encountering a series of comedic misadventures. The film also features performances by Artie Lange, Edward Asner, Hal Holbrook, James Cromwell and Peter Ustinov.