Tex Johnson bet Boeing's farm by doing not one, but two, barrel rolls in the prototype 707.
Almost cost him his job, but the aviation world was never the same.
Source: 60 years ago: The famous Boeing 707 prototype barrel roll over Lake Washington | The Seattle Times
(If the attenpt at embedding the video fails, it's there.)
A photo from same source, halfway through one of the death-, industry-, and career-defying stunts: