Waddell's has two older brothers, twins George and Charles. Charles is a former ice dancer and George currently competes in ice dance, representing Great Britain. He enjoys playing the piano and skate boarding. He is the grandson of NHL hockey star Leonard "Red" Kelly. Waddell has dual Canadian-British citizenship.
Skating career
Waddell started skating in 2002. Both he and Natalie D'Alessandro trained as singles skaters at the Toronto Cricket, Skating and Curling Club, and initially tried out as a dance team at the suggestion of the TCC's dance coach, Andrew Hallam. D'Alessandro/Waddell were pre-novice champions at the 2016 Skate Canada Challenge, and then won the novice title at the 2017 Canadian Championships. Making their international debut as a dance team, they placed fourth at the 2017 Bavarian Open in the advanced novice division.
Again assigned to two events on the Junior Grand Prix, D'Alessandro/Waddell began the season at the 2019 JGP Latvia, where they placed fourth, missing the bronze medal by 0.68 points after sitting in third after the rhythm dance. At their second event, the 2019 JGP Italy, they won the silver medal, the highest colour of medal won by a Canadian dance team on the Junior Grand Prix that season. D'Alessandro commented afterward "seeing your name on the podium with the Canadian flag next to it is a pretty cool feeling." D'Alessandro/Waddell won the gold at the 2020 Skate Canada Challenge. This would be their final domestic competition of the season, as they were assigned as part of the Canadian delegation to the 2020 Winter Youth Olympics in Lausanne, which both had had as a longtime goal. Competing in the ice dance event in Lausanne, D'Alessandro/Waddell placed third in the rhythm dance despite encountering level issues on several elements. These continued in the free dance, where they placed fifth, and dropped to fourth place overall, 0.91 points behind bronze medalists Wolfkostin/Chen. Waddell said after "there were a few technical errors but I definitely still had a blast." They subsequently won a bronze medal in the team event. Skate Canada assigned D'Alessandro/Waddell to one of Canada's three berths at the 2020 World Junior Championships in Tallinn, Estonia, and also to compete at the 2020 Bavarian Open in the junior division. They won the bronze medal, narrowly behind fellow Canadians Bronsard/Bouaraguia. D'Alessandro/Waddell finished the season at the World Junior Championships, where they placed eleventh, narrowly behind the other Canadian teams competing, Bronsard/Bouraguia and Makita/Gunara.