When working with artists, one thing I have found that applies in nearly every case is they don't make big offers. They tend to get shy or sell based on what their own budget looks like. It is a serious mistake to make offers to a prospective buyer with a mentality of not much in your own wallet.
Art buyers are sophisticated, but that doesn't mean they know exactly what they need. Further, they often don't have enough information, or good suggestions, to be the best informed buyer. If you can help them by making bigger offers than they might have imagined on their own, some will actually be grateful and accept you offer with no haggling.
If you want to get more details and ideas on how you can start to make big offers, read my post:

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