I think he should. But instead of giving him the 500 why not agree to donate it your self in their name? that way you know it was done. A sales person will tell you anyhting you want to hear to make the sale.. Local "home town" dealers should be more willing to work with local people, but remember they dont move as much stock at the bigger multi location places. We have the same problem here. My profit margins are pretty thin on most of my retail products as it is, not to mention we offer a 10% discount to just about anyone ( fire frighters, cops, ems, bike club members, armed forces etc etc etc)so as for not meeting the other places price, I can see both sides of the knife on that one. But you got ot keep in mind the rep of the shop your buying from, do they offer good service? are they gonna get my bike back to me asap when it is in for a repair? Most dealers will put your bike on the bottom of the list for repairs if you did not buy from them. How is their repair work? is Bubba Ray Billy Bob working on your bike, or is someone who is trained to do quality repairs? If it cost lets say 300 more at the local dealer but they are better in all aspects of the business, I feel the 300 is a good investment.. Remember just like anyhting else "you get what you pay for"