It's obviously a two-way street. I'm quite happy that my watchmaker does excellent work and treats me fairly by charging for the work he does on a particular watch, and I've never questioned the amount. I don't think he gives me a discount per se, but occasionally the charge will be lower than usual, and if I ask him why, he will say that the watch was in excellent condition and the job was easy and fast for him. If he does a lot of work for me in a given year, instead of asking for a discount, I give him a nice gift card during the holidays to show my appreciation, and that seems to make him happy.
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A collector needs a good relationship with a watchmaker (or more than one watchmaker), and that relationship should be cultivated like any other.