After an impressive 2020 season with WAFL club Claremont, where he kicked the most goals for the season in the league,[1] he was invited to train with Essendon over the 2021 preseason. At the conclusion of the preseason he was signed by Essendon as pre-season supplemental selection. He made his debut for the Bombers in round 3, 2021 against St Kilda. He collected 12 disposals and 2 goals in a huge 75 point win for the club. On June 9, 2021 Essendon announced that Waterman had agreed to a one-year deal to remain on the rookie list for the 2022 season.[2] He was delisted by Essendon at the end of the 2022 season.