As he begins preparations for his annual around-the-world flight, Santa Claus is also celebrating his 92nd year as a pilot.
He earned his certificate in late 1927.

That is proven by a photo from the Library of Congress showing Santa receiving his certificate from Assistant Secretary of Commerce for Aeronautics William P. MacCracken, while Clarence M. Young (right), Director of Aeronautics, Department of Commerce, looks on.
Airway maps and the assurance that the lights would be burning on the airways Christmas Eve were also given to Santa at the same time.
Looking at the expressions of MacCraken and Young, they seem to be reluctant to give the veteran flyer a certificate of his proven skills. I recognize the look after the change to Part 61.73 when I received my CFI certificate using documentation of over 1500 hours of instructor pilot time from primary trainer to 8 engine aircraft.