Here is a list of Dempsey's best fights. For a list of Dempsey's losses, refer to "Jack Dempsey Losses".
On July 4, 1919 Jack Dempsey faced off against Jess Willard in a heavyweight bout at age 24. He was coming in with a record of 52-4-9 (38), and Willard was 37 years old and with a record of 24-5-2 (19). Dempsey stopped Jess Willard via retirement.
On July 21, 1927 Jack Dempsey faced off against Jack Sharkey at age 32. He was coming in with a record of 58-5-9 (43), and Sharkey was 24 years old and with a record of 27-6 (8). Dempsey stopped Jack Sharkey via KO.
On July 2, 1921 Jack Dempsey faced off against Georges Carpentier in a heavyweight bout at age 26. He was coming in with a record of 55-4-9 (41), and Carpentier was 27 years old and with a record of 82-11-5 (50). Dempsey stopped Georges Carpentier via KO.
On September 14, 1923 Jack Dempsey met Luis Angel Firpo in a heavyweight (The Ring) world-title defense fight. Dempsey was 28 years old and with a record of 57-4-9 (42). Dempsey stopped Luis Angel Firpo via 2nd-round KO and successfully defended his title.
