I always ask if there is a pin attached to my name and unfortunately the answer is always no.

But on the upside we have been able to visit DW many times and always with at least a room discount. The last time I called I asked the CM if there was a pin attached, first time we have made a ressie without discount cause this is the only week me, DH, DD, and her BF can go with between work, college, and internships, and her reply was "no but they usually don't give pins to guest who return often". Really I thought it was more like the luck of the draw.