It seems to come down to how much a dealership is prepared to put into their trade-ins. A trade in represents the "Dealer's" own money, meaning if that trade sits around he is losing money on a daily basis, until the unit moves. Some dealers I'm sure are strung out pretty good with their own bank lines in today's market, and don't want to tie up a lot of their own capital in their used stuff.
A well financed, well established dealer in my opinion seems more willing to step up to the plate on trade prices, because really, he should be able to make more on a good used piece than he can on a new unit. You have to remember though, he probably will have no carrying costs in the new piece, where he will always be worried about his "potential" carrying costs in the used piece.
I had a similar experience when I bought my 2520. I first went to a dealer that was a multi store outfit, thinking that with multiple stores, they should be in a position to have a robust "used" business, and therefore give fair and reasonable values for "good" trades. Well it ended up that I actually purchased my unit from a much smaller "Family" run outfit, that has been in business since "Joes dog was a pup".
I traded in a Yanmar 276D 4wd with a 72" RFM, and the difference in the price pretty much all came down to the trade-in allowance. The multi store dealer offered me $3300 less than the "Family" owned dealer.
I was a recreational products dealer myself, and I can tell you that a lot of things are involved when a customer wants to trade in something. It is a real gamble on the dealers part as to whether he will be able to make money on the trade. Especially when everything a customer wants to trade-in is always in "MINT CONDITION" in their eyes, and they really haven't a clue about the used market.
It also depends on how many pieces he has already in his used inventory.......maybe he just doesn't want to add any more to it unless it's at a firesale price, so he gives a "lowball" trade-in value. Remember, all that used inventory he has in stock, is his own money, and he's the guy paying the interest charges on it. Unfortunately for the dealer, the customer automatically thinks he's a crook because of the lowball trade price, but maybe the real deal is that he just didn't want any more trades.
It's important to shop around when buying something without a trade, but its even more important to shop if you are trading something in. The true value of a "used" piece is no more than what someone will pay for it, and that's a real unknown piece of the puzzle.
REV