I don't know the guide regulations or if it is allowed to pay an individual to be your "sherpa," but I would be concerned about the tax situation. If you end up paying someone from the US to provide you services in Canada, your sherpa may end up in a tax situation they didn't anticipate - having to file a Canadian income tax return and making the US return much more complicated. Paying the accountants might end up costing more than you would pay them to help you out. I would expect that an outfitting business would already know the things they have to do, but an individual just doing it might not be aware of the implications. I'm not an expert in international taxes, so I can't offer any more insights than this (such as how much you can pay/earn before having to file and stuff like that), but it is something to keep in mind.