Jack Dempsey
Dempsey was the face of the sport back in the ’20s thanks to his good looks and natural charisma. Dempsey was a hard hitter who was known for his fast striking skills. Through his career, Dempsey would go 65 – 6 – 11. Dempsey held the World Heavyweight title from 1919 to 1926.
Benny Leonard
You’re pretty good when you are known for holding the lightweight championship for longer than anyone who has ever fought in the sport. Leonard came from the Manhattan slums where he fought on the streets until he could make it to the pros. Leonard landed the lightweight title in 1917 and he held it until he retired in 1925. Leonard would return in 1929 and win another 18 bouts.