I think if you are buying cash and will not have a loan on the property it isn't as risky if you were to have a mortgage on it. I say this because if you were in the situation where you felt you couldn't afford your
DVC MF then you could rent out your points to cover the MF plus a little extra in your pocket. All while keeping your contract but it not really costing you anything.
I think many people buy in and if a life situation comes up they know that they could sell their DVC for some easy/quick cash. I think if you go into it knowing that the initial purchase cash is gone and spent, then you can feel comfortable with your decision.
Of course you could recoup some money if you decided to sell buy it will likely be at only 40-50% of what you initially purchased it at. If this happens 10 years from now -- then you would have had 10 or so vacations for the money spent and gone (+MF).
This is very rough math but trying to see the potential picture if you have to sell.
-Say you buy 100 points now for $19000 (guessing on the price).
-In 10 years Riv resale is selling for $90 per point - So you get back ~$9000 from your initial purchase if you sell
- those 10 years of vacations cost you $10000 + your yearly MF (~$8000-10,000) Total of $18,000-20,000 for 10 vacations ~$2000 for your room per trip
does this investment make sense to you? Does this work out to actually be a savings compared to other hotel room options? If so go ahead, but if not then maybe re-think.
The big difference is in the value of the resales -- many members have enjoyed taking vacations for years and then selling their membership for more than they bought in. Making their vacations/rooms super cheap. My AK contract that i bought in 2015 could sell for $40 more per point.
I think if you have addonitis -- the best approach now would actually to buy an older resort direct - you will have access to Riveria and if you need to sell that contract it would still hold better value than a Riveria resale contract.