At Survivor Series, Heavy Machinery participated in an interbrand tag team battle royal which was won by Dolph Ziggler and Robert Roode. By the end of 2019, Otis had entered into a romantic storyline with Mandy Rose. On the February 14, 2020, episode of "SmackDown", Otis had a date with Rose but saw Dolph Ziggler sitting at her table, causing Otis to walk away heartbroken. On the March 6 episode of "SmackDown", Otis and Tucker tried apologized to Rose, but Rose dismissed his apology. On the March 20 episode of "SmackDown", Ziggler distracted Otis and Tucker by showing pictures of him and Rose and caused them to get disqualified in a match against The Miz and John Morrison. On the April 3 episode of "SmackDown", Tucker was attacked by Ziggler ahead of Ziggler's WrestleMania match with Otis. The following week on "SmackDown", Tucker challenged Ziggler to a rematch but was unsuccessful. At WrestleMania 36, Otis defeated Ziggler with the help of Rose, who kissed him after the match. On May 10 at Money in the Bank, Otis won the briefcase after AJ Styles and King Corbin tussled over the briefcase and dropped it to Otis unintentionally.