Cameos by actors from Newhart, Taxi, The Bob Newhart Show and Dear John highlight this bizarre episode which opens with a charity auction during which George wins a group-therapy session and Leo wins a van. George reluctantly visits the therapist and ends up working wonders on the group with his straightforward advice. Meanwhile, Leo uses his new van to run a taxi/tour-guide service and picks up a group of tourists who look strangely familiar. His passengers soon realize that Leo doesn't know the island very well and they are being taken for a ride.

George hosts a tour of his home in period costume in hopes of becoming President of the Historic Conservancy, but his high hopes of finally winning the annual historic house tour end in a drunken haze after Leo and Ambrose spike the egg-nog.

In his efforts to become a better father and grandfather, Leo signs up for a business course. George is very supportive, and when he meets Leo's teacher, a woman who can make even mutual funds sound sexy, he's smitten. Unfortunately, the romance runs aground when Leo tries to use George's influence to pass a test.

Leo talks George into visiting his new love Tasha, a massage therapist, but Leo fumes when he's convinced that their session turned out to be more than professional. (Part one of two)

When the day comes for Leo and Tasha to get married, Tasha has a little trouble with the her memory. As she is saying her vows, Tasha accidentally pledges her troth to George instead of Leo, convincing Leo that she really does have feelings for George. Tasha has to agree, especially when she channels a past life in which she and George were an Egyptian princess and a pharaoh. Now, if they can just divorce in a past life... Meanwhile, Leo invites some of his former mob friends to a bachelor party, and one of the ""made men"" gets a crush on Alice. (Part two of two)