Agree that you will probably be better off trying part 135 (SIC doesn't require 1200TT) or preferrably part 91 flying. You may be a bit late to the regional game unless the age 65 takes effect within a year or so (which is a possibility but not a probability). I'd imagine you'd enjoy a part 91 job most but a decent 135 job could be fun as well. I don't think you'd enjoy being a junior reserve pilot at a regional, it's a lot of hassle and downside for the upside of flying (that you seem to be able to afford privately) and 70-100 hours of flying each month is too much if you're just out to enjoy yourself.

I'd not worry about an ATP, that's a-ways off anyway. Go to a quickie Comm-MEL school where you can get max multi and your ticket asap, then add the CFIIME if you can't network into something right off the bat. Use your social skills and network starting today. There are decent jobs out there for resourceful, connected low-timers with enthusiasm.


Good luck!