IO540,
We may have a north-south divide here. Where I live, that'll still buy you a reasonable detached house...though only just. And at the pretty active flying school/club (it really is both) where I do my f/w flying, I don't think there are any aircraft of that sort of cost, or virtually anyone who could afford to buy them. And I don't see many Mercs either, on the M54, M6, M56, M62, or M60. And there aren't too many exclusive golf clubs, and the sailing club to which I used to belong kept it's cost extremely low.
The point I'm making is that I don't think on a nationwide basis there are that many people with the sort of money you're talking about...possibly not at all outside the South-East. Virtually all the turbine helicopter owner/operators I've met (ir people with that sort of money) run their own medium to large size businesses, and the country just can't support that many businesses of that size! At least up here, your idea really, really wouldn't work.