I really don't know what the stance was, with the vague statements and bravado about his intelligence with money.
If it was that people should be buying resale, then that is obvious. Paying $185 for something when you could be paying just $130 is not a smart move.
If it was that people should have bought in earlier, then that one is obvious as well. I also hate hearing my grandmother tell me that she used to stay at the Contemporary for $58 a night.
If it was that people are better off staying a cheaper resorts, off property, or going to Disney less frequently, and investing the savings to make more money, that is also a fair point, but is not nearly as much of an apples to apples comparison.
As it stands, purchasing a 47 year contract at VGF at $185 a point, while ridiculously expensive, would still be cheaper than putting that money into investments and withdrawing from it every year to pay cash for comparative rooms at GF. Your money would not grow, as you would be spending the investment income, and it would decrease over the years as the cost of your hotel room increased. The math to that is pretty simple. Not that I would want to spend 47 years in a row paying cash out of pocket to stay at the same hotel every year.
If someone is concerned about making or holding on to their money, then no timeshare is a good idea for them.