https://www.youtube.com/watch?v=2mmKAFiY8K0 TWICE! The first recorded meeting between a man and a bear was this 1937 video shown above. Although, the legitimacy of the fight has to be put into question. It looks like the man could easily have the bear but doesn't want to hit it. How anyone could bring themselves to hitting something like a bear in the first place needs some explaining. The second recorded meeting between man and beast was in 1949 when Gus Waldorf, a fighter that was known for nothing more than this fight, took on an 800 pound grizzly. Needless to say that the bear won with some ease on both occasions.