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I've been thinking about Bitcoin recently. If you haven't heard of it, check out the link. It is essentially an electronic 'cypto-currency' that allows for micro-payments as well.
If Bitcoin could somehow be integrated into the system, perhaps users could trade reputation for bitcoins, or set a bounty in bitcoins and the correct answer would pay them out as well as normal Stack Overflow reputation.
There have been several suggestions for rewards / extensions to the bounty system which I think is the key point here. I think the concern with adding money into the question is shifting the focus of questions such that high rep/knowledgeable users only answer questions with a monetary reward attached.