Build a site like localbitcoins.... only altcoins... The users are responsible for claiming and covering their own income tax. If records are kept of identification and trades it would at least be legal for Canada, and likely other countries too.
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Why not try to get localbitcoins to accept Steem? I have already asked our local equivalent which is called Bittylicious but they are not interested at present because they don't see enough demand. I suspect that may be one of the issues that we may come up against. It has to be worth it for whoever starts doing it and right now they might not see it as a good business proposition.