DH and I have been 6 times (and I went 3 or 4 times before I knew him). We're on-and-off AP holders and go to WDW once every 1-1/2 years or so, often skipping a year. We've been getting postcards and emails for like forever, and the discounts on these cards have never covered the dates we were planning to travel. Sometimes I get them, sometimes DH does.
I got the 40% off Passholders postcard a couple of weeks ago and I doubt we'll use it since we're going next week and hadn't planned to go again this year.
WDW apparently knows exactly when we can't go and sends us PINs for those dates!
But, PINs aside, we've never paid rack rate. Our first trip was a discount package booked using the Magic Kingdom Club (remember that?), which I had through my job. Since that trip, we've taken advantage of many great AP rates. This current trip is the 4/3 deal, which is better than any AP rate or PIN we've ever gotten.