His 16–0 undefeated streak earned Massey the chance to fight Richard Riakporhe for the vacant British cruiserweight title on 19 December 2021, at the York Hall in London, England.
[6] Massey was booked to face Bilal Laggoune for the vacant IBO cruiserweight title on 26 November 2021, at the Whites Hotel in Bolton, England, in the main event of a Fightzone broadcast card.
He first knocked Laggoune down with a left hook early in the third round, before forcing the referee to wave the bout off with a flurry of punches as soon as the fight resumed.
[8] Massey defeated the Commonwealth cruiserweight champion Isaac Chamberlain via unanimous decision at Selhurst Park in London on 15 June 2024 in a fight that was also for the vacant European belt.
[9][10] He challenged IBF cruiserweight champion Jai Opetaia at Kingdom Arena in Riyadh, Saudi Arabia, on 12 October 2024, but lost the fight by stoppage in round six.