The 2000 season marked more achievements for the club by successfully defending their regular season title for the third year in a row, and still maintaining the best offensive and defensive record. The Olympians would win the double once more by successfully defending the Open Canada Cup for the third year in a row. In the finals Toronto would face St. Catharines and win the match by a score of 1–0, thus establishing a dynasty for the club. For the postseason Gee strengthen his squad with players like Darren Tilley, and Trinidad and Tobago internationals Densill Theobald and Rick Titus. In the semi-finals the team faced the Glen Shields Sun Devils and won the match 1–0 with a goal coming from Titus. The final was contested between Toronto Olympians and Toronto Croatia, where Croatia upset the Olympians by a score of 2–1. For their efforts Kouzmanis was awarded the Golden Boot for the second time in his career, Bayete Smith was given the Defender of the Year and the team was awarded the Fair Play Award. On June 20, 2001 it was reported that head coach David Gee purchased the club from Coffee Time Donuts meanwhile retaining his position as head coach and general manager. He announced plans to move the franchise to Mississauga after struggling to gain revenue from ticket sales. Throughout the season the Olympians failed to recapture any of the major trophies finishing second behind the Ottawa Wizards in the standings. In the postseason Toronto was eliminated in the semi-finals by Toronto Supra by a score 3–2. They featured in a Consolation Final match against Ottawa and won the match 5–2.