I can't answer any of those questions, and I'm not sure what person frequenting this, or other cruising boards, would have the information you are seeking.
I would suggest that you visit the big boat shows, where luxury yachts of this size are promoted. the Ft. Lauderdale boat show, the Miami Boat show, ???
I've seen these luxury yachts, and I've always wondered what the upkeep must be on top of the carrying charges for the purchase of a multi-million dollar yacht - professional crew, berthing, maintenance, booking. I've met a few professional skippers of luxury yachts, been on smaller ones than you're considering, and the skipper and crew attended a mariner's school (I don't know at this time its name or location).
It seems to me that it would be necessary to have worked in that venue as skipper for somebody else to gain the experience you would need to run your own business. Or, do you have that experience already?
Interesting question you've posed to this board.