I haven't read the entire thread, but have you thought about doing a raffle? Each person throws in $20(or whatever you put it at) and once you hit $1,000 you do a drawing. Whoever the winner is gets to choose what image they want for the painting.
An affordable way for those that don't have the money to buy one of your paintings, and great exposure. I'd be interested in that.
Something along those lines...
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