I remembered the glider loop in ThomasCrown 1, and asked for the movie.
Santa brought me ThomasCrown 1 & 11

The glider doing the loop in TC1 and the glider doing the barrel roll in
TC11 were remarkably different; but the story lines were similar -
though TC11 was better - with its happy if illicit ending...
TC1 offered RollsRoyce, Ferrari (or was it ragtop Etype?) Dune Buggy,
Polo, gliding, a bank heist and South America.
TC2 offered racing cats capsizing, gliding and art heists.

Brian W