I agree with you that RIV is a big draw (the sellers never returning to paperwork was the actual reason, but RIV had a lot to do with why we were ok with switching to direct for our second contract). The only reason I don't see point matching working, though, is that the banking system already effectively gives you that option (assuming you don't want to stay at RIV every year). We have exactly half our points in resale and half in direct - our plan right now is to always stay at VGF, but as the kids get older we will be splitting between RIV and VGF (most likely). We need the full amount of points for our 1bd, but our plan is to fully bank one contract each year, and use the other contract for the stay, meaning that every other year we would be using unrestricted points. For someone who is happy with their resale home resort, I don't see the ability to unrestrict all your points as a big draw to doubling your points (especially if you already have some direct). I guess it would work for people for whom the new points+old would put them right at the threshold for a blue card, but I think making it a smaller upgrade fee would be an easier sell rather than trying to convince a ton of people (most likely the people who bought SAP and aren't staying at their home resort anyways) to buy a lot more points.
I think even if Disney were inclined to do this, it would cost them a ton of money (recoding their system, member services hours, plus imagine all the angry people calling in if the system glitched) so the price/pt would have to be pretty high, so maybe it would be a nonstarter anyways. And of course it's all conjecture anyways!
