Asked if he ever flew his Spitfire, Robertson replied “I’ll give you the same answer I gave my insurance adjustor – ‘Of course I didn’t fly it.’
I flew a Jet Provost for a millionaire in the US. There wasn't a problem getting me licensed or insured (120 hrs on type).
When I asked the FAA about a type rating for my millionaire, the answer was "Tell him, when he's passed a suitable training course and type rating exam, of course. Between you and me, no f#cking way"
When I asked the insurance company, I got an identical response.