I think this concept would work if you included trade+cash. So if you have the McGraw plus $50, maybe someone selling a $300 card that hasn't sold in two/three/four months might be inclined to take the offer. Then you have a $300 card, and you add $50 again, etc.
At some point, you would need to up the cash amount to $100, say once you start trading $1k/$2k level cards. And at some point you would need to up the cash amount again to $250 when you get to $10k level cards.
People may not feel ripped off in this type of scenario because it would fall close enough to a 10% - 20% off sale value. Most sellers usually have 10% wiggle room to negotiate.
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