Many moons ago I was a safety driver for a guy I knew who was rich & wanted to drive planes. a late starter. He bought a C182 & got taught, got a ticket & promptly wrote the Cessna off! He then bought a C210 & PA30, both well beyond him but got a twin rating (somehow!)& by all accounts near killed himself in both, this is where I came in. He was told by numerous instructors NOT to drive planes solo! (did the same thing for Bib Stillwell's Bro) so I accompanied him/them when they wanted to drive a plane! The guy was 70 years old (long gone now), some shouldn't fly at an advanced age!