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It doesn't matter wheter it's a tractor, car, motorcyle, or dogsled. When you need to upgrade you will always do better if you can sell it first-person. You can't blame the dealers either. Their expenses to prep and hold inventory over time is what drives the trade-in vaqlue down.
After some recent negotiations with my dealer, he was very honest about his margins. He was clear that a different dealer may have different margins based on everything from facility lease terms, to geographic transport costs, to training costs for technicians and secretaries, to heating and cooling costs, to potential market and inventory turn rates. Basically, my dealer said he applies a depreciation rate of $15 to $25 per hour for small compacts depending on the known use of the machine and any apparent unusual wear and tear. Second, if he knows there is a part that will have to be replaced, he deducts his parts+labor costs. Thirds, he applies a set amount (profit+present value of money, i.e. interest) based on the machine type. This last factor is based on the demand for certain types of equipment and his estimate of how long he will have the machine sitting on the lot. Sometimes he knows he can turn a machine fast at auction for top dollar (rare) or that he can move it through his dealer network if demand is high for a particular model. Other times, such as in the case of consumer L&G equipment, he knows there is a much larger and faster paced market.
Right now the 2210 series is in high demand and he would apply a $15 per hour depreciation and would not expect to have much, if any, in refurbushment or repair costs because they are so new. In addition, the demand is high for 2210s and he feels that he might not have one of these sitting around past the spring thaw.
Bottom line is that a high-demand machine in good shape will trade better, but it is nice to keep that overhead in your pocket if you can. The other half of the equation is how much of his mark-up on the new equipment he is willing to share with you to get /keep you as a customer.
Good luck!