We were there Oct. 20 - Oct 28th and won YOMD Lanyards with pins.
I mentioned this in a previous post, but the Dream Squad is very covert. They don't hang out in the open with there vests on and prize bags in hand. They hand out the prizes mainly inside attractions by sneaking in and out of back doors, announcing the prize to a group, handing the prize out, and quickly leaving.
We received our lanyards at Star Tours. As we sat down in the capsule a member of the Dream Squad came into the capsule, announced the prize, passed it out, and quickly left. I heard similar stories from other people who won prizes as well.
From what I heard from other Cast Members the Dream Squad was being followed around the parks when they were spotted at the beginning of the promotion (Oct. 1st). In order to keep this from happening the Dream Squad became more non apparent.
This is probably why most of you didn't even notice anything about the promotion. I do agree though that merchandise and signage is very limited.
One other piece of info. We noticed most prizes were being handed out early in the morning right after park opening. Dream Fast Pass, Lanyards & Pins, and even the YOMD mouse hats were being worn by guests before 11:00AM. If you want to increase your chances of winning get to the parks early and ride the attractions as much as possible.