James Shannon III is a man who is somewhat gullible at keeping relationships with his girlfriends. But one day, he meets Anne Arden and suddenly his life is changed. It is then that the night he was supposed to propose to her that he returns back to his old self again. This upsets Anne completely. Soon enough his grandfather dies and leaves Jimmie an inheritance of $100 Million with one huge condition: Jimmie *must* get married on his 30th birthday by no later than 6:05pm Pacific Standard Time or else his San Francisco-based pool table company goes under and/or will be sold, his bank accounts will be frozen, and employees will be laid off completely. Jimmie must now use every attempt to learn from his foolish mistakes, find his true love, get married, and save the company in one day.