[5] In 2013, he represented British Columbia at the 2013 Canada Summer Games[5] and also had a brief trial with the Vancouver Whitecaps Academy, but did not make the squad.
[7] In 2014, he began attending Trinity Western University, where he played for the men's soccer team,[8][9] committing to them when he was in Grade 11.
[10] Ahead of his fifth season, he was named the team captain,[11] and helped them win a Canada West silver medal and finished fourth at the National Championship.
[17] In 2017, Waterman played with Vancouver-based TSS FC Rovers in the PDL, where he made eleven appearances.
[21] Initially, he had not planned on declaring for the draft, instead looking at potentially going to Europe or the United States, however, two days before the registration deadline, he decided to register.
[31][32] With this transfer, Waterman made history as the first ever player from the Canadian Premier League to be sold to an MLS club.
[48] In June 2024, Waterman was named to Canada's squad for the 2024 Copa América, as an injury replacement for Junior Hoilett.