I would start with a reality check, are you really that good or have the potential to be good enough to win at the highest levels?
I would start by asking the Skip Barber guys to give you a real assessment of your abilities(turn off the marketing aspect of their business for a moment, not slamming them but is is a business
I have known for decades I am pretty competent but not gifted so I stay in autocross and run track days and have fun doing so. I am better at setting up a car than driving it, I am ok with that, I just setup my cars better than most would ever do and this makes me decently competitive. Then when I want to really see how well I have done I put a great driver in the car and I get great satisfaction from seeing what they can do
If you are super talented then my advice is to go for it, Gary seems to have a great plan if you really do have the funding(not many surgeons make that kind of money
If you are not a super talent maybe you could consider building a team up or becoming part of one, bring in a great talent that has no backing, it can be very rewarding in it's own way.
The reason I say this is I would rather see a great talent not go to waste than see an ok talent buy his way to the top and then run in the back of the pack.