As they up the number of rooms on site - yes, you will see $99 studios - especially at SSR and OKW. I don't know that you will see $99 multiroom units.
Its supply/demand. As there are more
DVC units (and more DVCers to trading out) it should be easier to trade into DVC as well.
In general, I don't see DISers as statistically representative of DVC members on much. I think we go more often, I think we own more points, I think we are better informed. But I think when it comes down to taste, we are going to be fairly representative. I don't see non-DISer seeing SSR as a destination resort in any greater percentage than DISers do.
Disney could do some things to change that. Making it more of a "destination" - i.e. playing up the spa, putting in a sit down restaurant, offering a great "community hall" program. Playing up the access to the golf course. Perhaps some other ideas that have been floated - an "adults only" unit, or one where you could take pets, might make people who would rather stay at BCVs for Epcot access or SAB think twice. But still, there is a supply/demand equation in here as well. There simply will be more SSR owners - if they want to switch in the SAME propotions as VWL owners or BWV owners, that is more of them wanting to switch. That doesn't mean they are evil people, or that they are screwing up the distribution, but that Disney created an inbalance in the supply/demand equation when they made a huge resort. This has already played out at OKW, which is easier to get on short notice than any other resort. While the smallest resort - VWL - MS tells us causes the most disappontment when people try to book without ample planning.
Now, if they built 800 units at the Poly, or at AKL or at the Contemporary, they probably wouldn't have the same sort of imbalance - plenty of people would make those resorts their first choice of non-home stays.