Learn to wax it yourself, it will save you money and time. It really depends on how much you ride, but I would say to wax it after about two or three times out. As for sharpening the edges, that's also easy to do on your own. It really depends what style you ride though. If you ride a lot of icy conditions, you need to stay sharp compared to powder or park riding. You can run your fingernail on the edge of the board to tell if it needs sharpening. If it's sharp enough, it will scratch your fingernail a bit.
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