The Great Dictator (1940)
One of the greatest satires of the 20th century, the greatest stage and screen comedian, Charlie Chaplin, lampoons Adolf Hitler in, 'The Great Dictator,' during the onset of World War 2.
It's interesting to note that while Chaplin and Hitler looked a lot alike thanks largely to their toothbrush moustaches, they were also born just four days apart in April of 1889. For what the two shared in astrology, they would become vastly different people.
Charlie Chaplin became a comic actor mastering slapstick and mime, a film director, and an accomplished composer even though he couldn't read musical notes. And as his career progressed, Chaplin would also become politically outspoken and liberal. From the character that he was most famous for, 'The Tramp,' who was a gentlemanly but poor vagrant who outwitted authority figures, to films like, 'Modern Times,' Chaplin sympathised with the poor struggling masses.
In, 'The Great Dictator,' he plays Adenoid Hynkel (and also a second character who is an unnamed barber)...
It's alleged that Hitler watched the movie twice, alone in his screening room. Chaplin said that he would have given anything to know his reaction to it but no review from the fascist dictator was ever forthcoming.