Yes that is the hard part. I have been doing this for quite a time now and still I cant get her to do it. I dont know how they think so better leave them be if they dont want to.
Not that much if you know them alot. Know their weaknesss and motivations in life. Just try to relate Bitcoin to their motivations in life and make them believe that bitcoin will help them achieve what they wanted. Then start with the basic explanation and point them here for further knowledge.
I know all of it and some relate to bitcoin but the problem is the country that you are living. If it doesn't afford what I can connect with her then it will be a problem. To make it easier to understand. Example is if she loves buying shoes but she want to do it on a physical store to try it first. There is no store here that does that and be paid with bitcoin. So it cannot be done.