Here is my story

We purchased
DVC back in the fall of 2003 after a vacation to Wilderness Lodge. My wife and I had gone to WDW 3x as a couple, and we were in the process of adopting our daughter at the time. We loved WDW before having a child, so we knew WDW would be a place we knew we would continue to vacation at for years to come. At the time, SSR was being offered (and built), and I think we got a great price at $79 a point. We purchased 150 points based on what we thought at the time would be our vacation cycle, and moved forward. Our plan was to go every other year, which would allow us to bank and use 300 points give our take. Well - our good intentions were trumped by our enjoyment of WDW. As you can see from my signature, we have continued to go back almost yearly. I have successfully managed my points, and have been in a "borrow" cycle over the last 10 years. We always book a 1 bedroom. Our upcoming trip is for 5 nights, at 140 points, leaving us with 57 points for 2015 (based on our transactions over the years). So - I may be borrowing, but I am still in a decent place for the next few trips if I can continue to balance it out. At some point, we will probably decide to skip a year, or we may have to pay cash for part of a trip to get the points back, but we have managed quite well up until now. I am probably overly conservative, but I did not want to get to a point where we may lose or not use our points. I just dont want the hassle or worry, so for us it has worked out great. Borrowing to me makes more sense than over doing it. As another poster mentioned, give yourself a few trips, and you will see what your habits and preferences are, and then based on that you may want to purchase additional points, but give it time and learn how you vacation before getting more.