Maybe if that's how you know them. This is someone I know from before wealth and who hasn't been acting as a stranger though. I didn't know they had become this wealthy until very recently.
That’s a fair point. I still think it’s true that they will now experience life differently from you so prepare for that. Don’t worry about how you compare to them, focus on your own goals near and long term and maybe they can invest in a friends and family round in the future :)
How long ago did this happen? If it was a while back, and you didn't find out from them directly ... maybe they are not as good as a friend as you thought they were?
They did tell me that the business was working well. I didn't care to ask how much they made from it, and it is public knowledge at this point, I just never bothered to look it up.
To me that sounds like they are a good friend who wants to be open but doesn’t want money to come between you two. One could quibble with that decision but it sounds better than a lot of other approaches.