My father was convinced that all time shares were a ripoff and a waste of money. When I told him I bought a Disney Timeshare, he was outraged, and ranted and raved that I was a fool, wasted my money, it would be a flea bag hotel, etc.
He gets like this, and the best way to deal with him is to ignore him. He just isn't interested in hearing other people's opinions.
So when he had a conference in the Orlando area (in one of the hotels near Downtown Disney), I offered to let them (my parents) stay at my timeshare, OKW. They reluctantly agreed, but only becuase it was a free place to stay, instead of paying conferences prices for a hotel. I'm sure they thought it would be awful, but since it would be free, that would be OK.
I called them at OKW the day they checked it, to make sure everything was all right. They immediately started asking for details of this "timeshare thing". I explained as best I could, and when they still had qustions, I refered them to the Sales office. Since they were there on site, they were able to take the tour, and get all of their questions answered. Before they had checked out (after 6 days), they were proud new DVC owners themselves!
I did fax them some info that I'd gotten off these boards (buy where you want to stay, dues info at different resorts). Their guide was trying to sell them Vero Beach, but the info I sent them convinced them to buy at BCV.
So now they've been to Disney more in the last year than I have. They are retired, so they can go whenever they want.
So I guess the moral of the story is, some people won't be convinced of anything until they can see and touch it.