Dean - I bought VB for the same reason as you last year, but only bought 70 points resale to try it out and the contract had 70 points banked. I don't think I ever plan to go there, but maybe, the pictures look nice. The whole resale process was stressful to me. I used Fidelity.
I think I made the right decision for me, since I'm cheap and I didn't want to put much money in, but I want the benefits of being able to use DVC which I love. Love it, highlight of my year. I get excited everytime I get a brochure, like I am in a secret special club, and I put it next to my tub and just look at the pictures as I soak. My husband thinks I'm obsessed.
We've used it twice already and was able to get my dates at VWL last year 3 months before my vacation and BWV this year at exactly the day of the 7 month for 1 bedrooms (haven't seen this resort yet, but excited at 28 pts, great deal) so 4 nights for 112.
I combine my vacations with the Disney free tickets for kids offers, so we do three nights at a regular Disney hotel, Pop Century, but add the free ticket package for a 9 day MYW. Then 4 nights in a 1 bedroom during the week at the cheaper DVC rate -so M-F. We have to switch hotels but we save a load of money on tickets and Disney moves your bags for you. I add on two extra nights at the end using Disney's room discounted rates. Last year was Port Orleans for $75/night. This year, I just borrowed a couple of extra points to use AKV studio for two nights at the end which was no problem to get 2 months before. So I max out all the Disney discounts combined with DVC.
My husband has complained about switching hotels, but I tell him how he can figure out how to get 2 adults and 2 kids to disney world for a week with 5 days in a luxury Disney 1 bedroom, INCLUDING TICKETS, for $750. The tickets alone cost $1,000+ if you buy them. I pay $39 a month in dues for my points, so not overwhelming to me at this point.
I'm out of points now and fully borrowed. So I'm looking at adding on direct for 25 pts at a time. This is a quandry. Do I go for VB again for $2,000 or spring for Saratoga at $2,500. Someone wrote if you add on, the best time is the month right before your use year so you get to bank the prior year points and get the next year's points almost immediately and can also borrow the following year all at once.
I think a good thing about having smaller contracts is that you can resell them quick. I'm not taking the big plunge yet. I just like having a little piece of heaven. But if they add the Grand Floridian, I don't know, maybe all bets will be off because you will probably need that one just to get a room at all.