And how many hours will you need on type or similar class to get any kind of insurance flying something like a PA-42? Unless the doc has clinics in Broome, it seems like a bit of overkill.
Everyone bear in mind this is not a 1000+ hr pilot applying for the CP position within the company (as he has already stated), so rather than the extremely (un)helpful cries of "It's a doctor buying! Get a GULFSTREAM!!!!"
, stick with something around the level of the P68 or even a Baron.
Buying new will eliminate the ongoing maintenance required with busted arse old PA-31's and SIDs for Cessnas and you will still have a decent retained value if an upgrade is required after a few years. But seriously, how many people are needing to be carted around at the moment?
The P68 is almost half the cost of the B58 and the glass fitted to either is fantastic compared to the steam driven gear. (Again without the ongoing costs of gradually upgrading everything to glass as it breaks.)
No experience with (new - such an animal?) commanders.