I got the pin, and it's pretty damn useless to me. If we take the "free dining", our resort bills goes from $7,653 for 16 nights up to $10,527, as we'd lose the AAA rate.. No doubt, we'll spend more than $3,000 on meals, but that only includes 16 table service meals, and we have reservations at 24 table service restaurants. Add in another 8 meals, and we're talking close to an additional $1,000. That's just on the basic plan. If we upgrade to the Deluxe plan, our total bill goes up to $12,303.
I'd rather take my chances and hope for a room discount to come out, whether it be for the general public or annual passholders.
To me, free dining works great if you're staying at a Value or Moderate. If you're at a Deluxe, you're much better off with a room discount.