You know what's really fucking scary? He's paying a CPA and even she doesn't know this shit.
I'm pretty much convinced that it would take a while to find a CPA that doesn't look at you like you're talking about aliens, or asks for a 1099 from the "Bitcoin company".
I met with a CPA and he is learning as we go, which is somewhat understandable as this stuff is new to the rest of the world. Not everyone is a crypto-nerd like all of us... The good news is he was interested and seemed intrigued, not scared off by it at all. My homework assignment is to get my spreadsheets cleaned up. I'll do my best to pass along feedback to the community, but if we go outside the box a little I may keep that on the DL.