Cab driver Shirley Simmons is shocked to learn that one of her longtime fares has passed away- and entrusted his million dollar company to her. She must decide whether she wants to serve as Chairman of the Board or be bought out.
Visions of Shirley marrying and moving far, far away dance in Cushing's bald little head when Shirley falls for a handsome African prince. But the gentleman's marriage proposal packs a surprise.
Shirley and her friends travel to a snowed in resort for her parent's second wedding ceremony. The ceremony disrupts Cushing's romantic weekend with his wife at the same resort.
After Cushing quits Grayson Enterprises after a falling out with Shirley, Shirley is left to deal with a business crisis and Cushing has trouble landing a new job.
Cushing begins his 50th birthday at the funeral of his best friend, and ends it in a hospital after keeling over into a surprise birthday cake from Shirley.
