Yes. He was Luis Logan (Luis Puig Pellicer Balmori). He was a filipino of spanish descent and was born in Calape, Bohol. His nickname was "El Rey de Knockout" and was active in the 1920's and 1930's. He fought in the heavyweight division late in his career. Logan won the Oriental Heavyweight Title in 1933 and compiled a ring record of 50 wins, 5 defeats, 6 draws (31KO's).
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Yes, Ip Man did fight a boxer in his lifetime. One of his most famous fights was against a British boxer named Taylor "Twister" Milos in Hong Kong in the 1950s. Ip Man won the fight, showcasing his skill in Wing Chun martial arts.
He was the "Hero of Tirad Pass" and was also one of the youngest and bravest filipino general ever recorded in history.
It is unknown who the oldest person is to start boxing. Many boxers have started boxing after the age of 30, which is considered 'old' to start boxing.
No.