I have had the same issues with the waitlist. I don't think the Disney folks have a clue that other members can grab the reservation you may have waitlisted for 6 months by checking the availablity tool and booking the day someone cancelled. I discussed my experience in having people book the day that I had waitlisted for months when they randomly checked availability tool with Ken Potrock, Senior Vice President and General Manager, Disney Vacation Club and Adventures by Disney, at the Condominimun Association Meeting in early December 2015. Please contact him and tell him of your experiences with the waitlist and the fact that your waitlist did not come through when someone cancelled. I got the feeling from him that he did not believe that such things happen. I also asked for more transparency for the waitlist. You should know if 100 people or 1 person is waitlisted before you. I don't know about you but it I think
DVC members should have an idea how many people have waitlisted the day and resort you want. It really helps one make realistic plans.