Assuming these are good people trying to help your kid learn (and I think most teachers and administrators actually want to do a good job), then the biggest hurdle is the slow process of convincing them that the generic GT solutions aren't going to work for you.
Call me cynical but I just don't see, well, anyone that I've interacted with in our school district trying to help my kid learn. Caring, yes, but my kid actually learning something academic seems to be at the bottom of the priority list. At first I thought they just didn't realize how cheap and easy it could be (right on Kriston!), but I'm just beginning to penetrate the surface of a system where teachers fear for their jobs if they deviate from the curriculum. I really hope JBDad's school district is more flexible than ours... And JBDad, Kudos for keeping a positive attitude and giving the district the benefit of the doubt at first.