I've been working on my husband since '92 or something like that. He wanted to invest the money in stocks instead blah blah blah. Well I finally go him to realize it was an investment, not one which makes a ton of money, but an investment into our family time. One day he didn't say "NO" right away and I knew I had a chance to work on him. He was beginning to contemplate the idea.
This is what pushed my guy over the edge. I did those free quotes for just the resorts on the Disney website for 8 nights at several resorts, including the GF concierge and a couple
DVC resorts studio and 1 bedroom. Then I showed him the quotes for each and told him how much a 50 yr DVC would cost at SSR for 150 pts. Not including the maintenance costs (I figured I'd work on that later), we would have the timeshare paid off in 4 or 5 yrs. We knew we would visit WDW more than 5 times in our lifetime w/ 2 small children. Also, the rule of thumb is.... If you visit for a week every other year or more and stay at a moderate to a deluxe resort, then it is worth it.
Once he perked up a bit and began listening to me, I showed him the threads of people who were thrilled w/ their purchase (easy to find), and I sent him to work w/ the financials that some posters posted. I found he had read them that day when he was bored and waiting for his computers to back up. After that it was smooth sailing and I can't imagine why it took us so long to decide in the first place. I didn't push though, just slipped him some info here and there until he started coming to me to ask for more.
Hope this helps you with some ideas. Good luck and I hope you will become a neighbor soon.