I know you said one-on-one.
But just check this:
https://www.coindl.com/ and Download the bitcoin beginner guide, which is free.
Thanks for the link, but that pdf file didn't answer any of the questions I have.
Haven't got any offers to help yet - still waiting!
Well it could be because the people who truly 'get it' typically value their time well above 2BTC/hour.
I do agree the lack of easily accessible documentation for non-geeks sucks.