I would like to chime in on this as I am one of those "makes a spreadsheet for every purchase" people. I was also a big naysayer when it came to any resort that was expiring in 2042. However, I have changed my tune somewhat. There is a factor that MANY ignore which is that you don't need to own as many points for a stay with the older resorts. That means less upfront cost. You cannot ignore that when looking at everything. For example, to stay for 7 nights next March in a standard 2-bedroom is 468 points at VGF. To stay in a standard 2-bedroom at BWV is 301 points. That is a difference of a whopping 167 points for the same length of time. That's HUGE. Also, you can buy something like BCV, BWV, or BRV and just hang onto it until it expires. They will still rent out for a premium and more so (I think) as things get added to the parks. Is it as good of an investment as one with a longer contract life, maybe not, but it isn't a terrible idea either. However, with BCV at $130+ per point, I have a harder time justifying that one. BRV and to a lesser extent BWV are not that terrible to buy now as I originally thought. If we look at this in a vacuum regarding value per point, then they are bad buys. However, something that is hard to monetize is how far your points go at any particular resort. That does play into why people buy somewhere. Hopefully, this came together as concisely in this post as it is in my head...