Air traffic controller with the ratings you are talking about here.
Yes and no. Flying not being a job is cool yeah, but there are aircraft types that are impossible to fly without being employed to do so. Mostly all the ones with a type rating. Even if I had the type rating how am I going to find and rent an A350, A320, A220, CL650 etc?
Hell even a PC12 is hard to come by if I can’t buy my own and buying one is, well, fucking expensive…
That most realistic thing I’ve seen is a company (not an airline, something like industrial manufacturing) buying its own SEP instead of a car and it’s flown by the boss to tour the country/manufactures (a DA40 if I remember correctly).
Or maybe I’ll buy a TBM9, PC12 or Cessna Caravan instead of a house and retire living in my "flying van"