Thanks for the advice! I just might get a 'flag on a stick'--who knows!
@SF: The group would be a couple of family friends, who are traveling along with about 15 of their friends and family. They're handling most of the reservations, etc. (though I'd help them choose some of the Grand Gathering options, meals etc.).
@Cdub: They'd be traveling in Sept/Oct, which is when I was hoping to book a trip as well (which is why I wouldn't get a completely free trip out of it. They asked me because I'd already be there).
As far as free time and payment, they mentioned that they'd be willing go negotiate a daily rate for the days that I help them out, along with a small amount for the planning sessions. I don't think they expect me to be with them every single day. Personally, I feel like most of the work would have to be done up front, meaning I'd like to prepare people with information so that we don't have to "follow the leader" around the parks.
Also, we'd be traveling during a fairly slow time (though with free dining who knows!), so I don't think there would be too much commando planning around fastpasses and such.
@MT: I really like the mini-handbook idea. Also, who do you work with to "set it up properly as a group trip?" Would you have to be a company, or would family/friends be able to take advantage of a block set of rooms?
@Marzyar: All tours start at the MK! I am in total agreement!
@SpaceAce: Not sure about the specifics and what Disney cracks down on. I know they have a service where they sell the time of their VIP tourguides (you can hire them to take you around the parks). I don't know at what point I'd be infringing on their income there.
Thanks again, guys! Any other advice would be appreciated. I'll keep you updated!
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May 2008 CSR