1) Yes, we're looking into discussing the ability of tipping assets at the moment, and we are all potentially discussing being able to let users redeem their tip in whatever currency they want (kind of like ShapeShift.io, but we wouldn't be using them).
It would look something like this for tipping assets:
btstip roadscape 50 USD
which would tip you in the USD asset.
2) We've discussed the response and we believe this is an important part of marketing this product, so while the answer to this question is yes, it probably won't be done.