Jack Massey has three losses against three opponents on his boxing record. For a list of Massey's best fights, refer to "Best fights of Jack Massey".
On October 12, 2024 Jack Massey fought Jai Opetaia in a cruiserweight world-title fight for Opetaia's The Ring and IBF titles. Massey was 31 years old and with a record of 22-3 (12), and Opetaia was 29 years old and with a record of 25-0 (19). Massey lost the fight via 6th-round TKO.
On January 21, 2023 Jack Massey faced off against Joseph Parker in a heavyweight bout at age 29. He was coming in with a record of 20-2 (11), and Parker was 31 years old and with a record of 30-3 (21). Massey lost the fight via 10-round unanimous decision.
On December 19, 2019 Jack Massey faced off against Richard Riakporhe in a cruiserweight bout at age 26. He was coming in with a record of 16-1 (8), and Riakporhe was 29 years old and with a record of 10-0 (8). Massey lost the fight via 12-round unanimous decision.