The people of Monero should provide the volume in Bitsquare. The last time I have seen it there was nothing happening in the exchange. Hiring market makers to accommodate people from the darkmarket selling and buying XMR might be a good idea. It will also help start the market activity in Bitsquare with XMR as the "star" currency making it become in the center of attraction again. I hope the Monero whales will have a long term game plan like that.
Market making is riskier than usual at the moment. tough to do profitably when the price tends to leave ranges behind at the drop of a hat
Not really. If you chose to use a small % of your total stash to market make with it shouldn't be that risky.