I do think there are times when buying
DVC makes sense and when buying only non DVC makes sense. Actually one of the best approaches for some who can travel at least a couple of weeks a year is to buy both.
For new buyers essentially NONE of them have enough knowledge and experience to know where they want to stay routinely or they already plan to use the points to play the field.
Sounds like you know how to work system and realize financially there is a certain point where it really makes little sense to continue purchasing DVC resorts from a financial only standpoint.
I agree about a new person not knowing where to stay. I have been in DVC for 17 months and stayed at 4 resorts. I have pros and cons for each. However, I do not think the process needs to be over thought. Most rooms are the same. You just need to decide what kind of location and theming you want. That's really the only difference. There isn't a bad resort at all as you mentioned. The fact that if you screw up and buy a resort that you thought you liked, but end up finding one that you like better means little because you can book the resort you like most at 7 months in most cases.
Most people going to Disney in DVC invest at least 5k per trip. IMHO, an extra $200 per year to stay where you want to stay is minuscule. 1 dinner for a family of 4 can easily be $200. But, the message is pick SSR because it's better from a financial standpoint? The arguement loses credance because $200 per year is very insignificant on a WDW trip. Again, there are other things a person can do to recoup $200 that are less important than buying a place where you want to stay.
I also believe that one should never buy unless they pay cash and have no other consumer debt which makes a smaller purchase more likely to be reasonable than a larger one. Far more common are those that THINK they want X where X is the newer resort or they have just arrived at that conclusion emotionally. While I'd agree with you there are emotions involved, I'd suggest that those emotions are essentially never helpful in helping us make good decisions. Thus I stand on 2 ideas, that it's better to underbuy and try to move up when you can even if disappointed at times and that one can do an occasional rental or transfer for the difference in costs if needed than to overbuy.
I agree with having a good financial footprint. I would also subscribe to paying cash for any timeshare.
I would have to disagree with emotions being a bad thing when making a decision. I am not saying, make an emotional purchase, but first use sound financial judgement when buying. Whatever major purchase one buys, he or she should feel good about it and have an opportunity to enjoy the fruits of their labor. After all, everyone going to Disney is going because, "its the happiest place on earth." The whole trip is an emotion. It an oxymoron to say take emotions out of a timeshare purchase at WDW. Everyone (including you) used emotions to buy, whether it's making memories for their family or leaving something for their kids. At some point you figured it was cheaper to do it thru DVC or RCI or II, but you do it from emotion. Otherwise, everyone would just stay home.
Let me turn it around the other way which is really the way I view this issue. If one must have X resort and can afford it (definition above) then go for it. In most other cases for new buyers it only makes sense to make the long term cost the first and most important criteria.
To say I was pro SSR (or against it) would simply be wrong, I'm on record believing that SSR has had the single largest affect on the 7 month window of any resort and really than every other resort combined to date so to some I'm a SSR hater.
Would never use long term costs as my main factor. I think it's crazy to think that $200 more a year decides where I will buy on a trip that costs 5k on average. Sure, I would look at what the Maint fees are, but if your Maint fees are your deciding factor to buy your first DVC resort, then a person probably shouldn't be buying it at all. Especially when considering buy in prices that are nearly identical.
I paid bigger parking fees than yearly Maint fees.
And, I don't think you were picking on me. As always, I enjoy discussions with you and always leave learning something. I just struggle with a few points that you have.