In early September, The Miz and John Morrison tried to steal Otis' Money in the Bank contract that he had won at the Money in the Bank event back in May, but they failed on multiple attempts. Miz then convinced management to trade Otis' girlfriend Mandy Rose to Raw as a way to "help Otis" so he could focus on cashing in the contract, however, after insults, Otis attacked Miz and Morrison. The Miz then threatened to file a lawsuit against Otis if he did not forfeit the Money in the Bank contract. Otis, backed up by his fellow Heavy Machinery tag team partner Tucker, stated he would not forfeit the contract. During the 2020 WWE Draft, Otis remained on SmackDown while Tucker, Miz, and Morrison were all drafted to Raw. Despite being drafted to separate brands, the trial over the Money in the Bank contract commenced on the October 23 episode of "SmackDown" with WWE legend John "Bradshaw" Layfield (JBL) serving as judge. After the hearing, JBL initially ruled in favor of Otis, however, Miz provided last minute evidence (bribery), thus JBL changed his ruling in favor of Miz and ordered that Otis would defend his Money in the Bank contract against Miz at Hell in a Cell.