Although this might not help you receive a special something from the Dream Squad, just make sure the bdy person is wearing a Bdy button (which you can get from the Guest Relations area of any of the parks as well as from the Front Desk of your Disney resort) or have that person wear a special personalized bdy shirt.
My youngest wore her bdy button on her 6th bdy and got lots of attention from the CMs. Since the buttons are now personalized, she got lots of "Happy Bdy, Princess Sara!" greetings from all over (which she ate up!). The best had to be when we arrived at the MK and had just come off the WL boat; the CM who is directing people on and off the boats made everyone stop (and there were tons of people waiting to enter the boats!) - everyone had to sing "Happy Birthday" to Princess Sara! She absolutely loved it!!
As far as the Dream Squad goes, you just never know when something will happen. We had a full morning at AK on our most recent Easter trip and we were going to head over to Kali to see what the wait times were even though it was near lunch time. We had just entered Asia and knew where we were going but Sara was fascinated by the maps so we stopped to let her check it out. A CM came over to see if we needed help and struck up a conversation with Sara. She invited us to her kiosk to learn more about her country (Indonesia) and then she asked where we were going. When we said Kali, she asked if we'd like to go inside Kali's tower (of operations) to see how the ride works - Sure! After that, she let us enter Kali through the FP entrance. Cool! But she wasn't done!! She asked if we wanted to go anywhere else. We'd been through the Mahrahjak Jungle Trek earlier but a lot of the animals were in hiding so we got a personal tour of the Trek - she told us so much about the animals, the architecture, Hidden Mickeys.. Lots of fun! Then she surprised us once more - how about a spin on Everest??? My oldest and I were too chicken but my DH and Sara got to go through the FP line and right on - they had a blast!! She was the sweetest CM - the girls asked her for her autograph and we took pics to remember such a special afternoon!!
