Jess Willard has seven losses against seven opponents on his boxing record. For a list of Willard's best fights, refer to "Best fights of Jess Willard".
On July 12, 1923 Jess Willard faced off against Luis Angel Firpo at age 41. He was coming in with a record of 25-7-2 (20). Willard lost the fight via 8th-round KO.
On July 4, 1919 Jess Willard faced off against Jack Dempsey at age 37. He was coming in with a record of 24-6-2 (19), and Dempsey was 24 years old and with a record of 51-4-9 (37). Willard lost the fight via 3rd-round retirement.
On March 27, 1914 Jess Willard faced off against Tom McMahon at age 32. He was coming in with a record of 20-5-2 (16). Willard lost the fight via 12-round newspaper decision.
On November 17, 1913 Jess Willard faced off against George Rodel at age 31. He was coming in with a record of 16-4-2 (13). Willard lost the fight via 10-round newspaper decision.
On May 20, 1913 Jess Willard faced off against Gunboat Smith at age 31. He was coming in with a record of 14-3-1 (11). Willard lost the fight via 20-round points decision.
On October 9, 1911 Jess Willard faced off against Joe Cox at age 29. He was coming in with a record of 6-2 (4). Willard lost the fight via 5th-round TKO.
On February 15, 1911 Jess Willard faced off against Lewis Fink at age 29. He was coming in with a record of 0-1 (0). Willard lost the fight via 10-round disqualification.