This is 100% speculation but I wonder if part of this isn't an attempt to increase waitlist success.
Up until now, it's my understanding that whatever program manages the waitlist system was only run once per day. Around 3-4PM they would run this program which tries to match newly-cancelled rooms with waitlist requests.
DVC would then proceed to adjust bookings and contact people who asked to be notified first.
The downside was that this process left holes in the system. A room freed-up by a cancellation at 10am could get taken by a new caller before the waitlist program was run.
I wonder if perhaps they won't try to process the waitlist multiple times per day now. If they are, I can see where personally contacting people would be very cumbersome, yet the new system would have its benefits.
That's just speculation, though.
In another thread someone mentioned that members would only be able to waitlist for one additional resort at a time. Can anyone confirm that change? Personally I've always felt it was a little unfair to allow members to be on the waitlist for multiple resorts at a time. That's kinda like keeping a foot in every grocery store checkout line simultaneously. Pick one and if you decide you want to try and switch again later, you're free to do so.