Dis-best said:
...Maybe I am reading too much into the resales data.
When SSR first opened, does anyone know the original cost per point. I am assuming that these (resale people) are losing money selling at $81-$85 per point. This could be a wrong assumption. Maybe they are actually making money on their resale.
I don't think you even have any "resales data". You are basing your assumptions on the number of resales viewed on a single website on a given day- not over a long period of time and have no real information about the number that don't make it to the website , how long these have been listed, are they all current, original purchase price, etc. All of this is just anecdotal evidence based on a brief observation of an incomplete source.
Pre-Sales began for SSR in August, 2003. The "list" price was $89 per point- but with the incentive offered at that time, all new purchasers actually paid $10 less- $79 per point. Any of those buyers who are now selling at $81-85 are making a profit. Some of those buyers paid even less since CMs got an additional 15% discount.
OKW prices ranged from $48 (pre-construction) to $67 (for the second sell out). BWV ranged from $62.75 to $67. VWL started at $67 and sold out at $75. BCV started pre-sales at $75 and sold out at $84.
In all cases, incentives were offered- effectively lowering these prices. Some incentives were more meaningful that others- with some, members had to "give-back" their first year's points to get the discount (Magical Beginnings). Others got a $15 discount (VB and HH), early OKW buyers got free admission passes thru the end of 1999. There have been many permutations of these discount incentives offered to buyers for the resort(s) being actively sold at any given time. For a few years, there were even 4 resorts being sold at once (OKW, VB, HH and BWV). It wasn't until BCV that DVC returned to only one resort was being actively sold by the sales staff (and even then, other resorts could still be purchased). OKW was the lone "product" from fall, 1991 until VB opened in 1995. HH and BW both opened in 1996- adding to the strain on the sales system and diluting the sales product base with multiple options to present to potential buyers.
Since the free pass sales incentive ended in 1995, all DVC members could get a 10% discount on parkhopper passes (they have had a number of different names over the years). Once the free pass program ended on Dec 31, 1999- the 10% discount continued for all members until the new MYW pass (which has it's own discounts built into the pricing) was offered. At that time, DVC was able to negotiate the current AP discount (this is available to all members- not just for SSR purchases). There have been some incentives involving "free" MWY passes and APs for SSR purchases, but those are unrelated to the member discount on APs.
At this moment, SSR probably has the third greatest number of owners behind OKW and BWV and will likely pass BWV soon (if not already) and OKW in the next year or so. It is not at all surprising that there are a comparative number of resales available for that resort and that is consistent with all other resorts. We've seen resales listed within a few months of opening for each resort in the 8 years I've been part of this site.
I don't even own at SSR so I have no dog in this fight other than as an interested party.
I am selling mine. Main reasons - free dining, and because I want my own vacation villa in Florida - a place of my own that I can furnish with Disney items til my hearts content
I know for us, looking at a map of the resort and seeing the buildings in person was a shock. I know this sounds dumb, but SSR looked much smaller on paper. 
It may also be that DH and I mostly vacation at hotels, so the seperate buildings make it seem so much larger. I actually felt the same way about the POLY. That place seemed HUGE to me the first time I saw it! 
Keeping the other because we like SSR....like OKW and both are usually available when others are not.
