hasn’t flown in over 7 years
“hasn’t flown in over 7 years”
Means nothing to have an expired FAA Medical certificate for someone that cares nothing about regulations.
Unless the airman is involved in a report able accident and or is FAA ramp checked - (unlikely), then he can fly all that he wants. With his personal wealth, he would not even have to renew his aircraft insurance policy, since otherwise the carrier would want proof of airman currency including medical certificate.