The Toronto Maple Leafs, like any NHL team, have had their share of hits and misses when it comes to free agent signings. While some players have arrived in Toronto and become integral parts of the team's success, others have failed to live up to expectations. Evaluating the best free agent signings in Maple Leafs history requires considering factors such as on-ice performance, impact on the team, and value for the contract. Here are three players who stand out as the Maple Leafs' best free agent signings of all time:

Borje Salming: In May 1973, the Maple Leafs signed Borje Salming, a relatively unknown Swedish defenseman. Salming's impact was immediate and profound. He quickly became a fan favorite with his exceptional skating, puck-moving ability, and toughness. Salming endured a lot as one of the first Europeans to play in the NHL, facing prejudice and physical challenges. Over his 16 seasons with the Maple Leafs, Salming established himself as one of the greatest defensemen in franchise history. He recorded 768 points in 1099 games and was known for his exceptional plus/minus record, a testament to his defensive prowess. Salming's influence extended beyond the ice, as he paved the way for future generations of European players in the NHL. His signing is considered one of the most significant in Maple Leafs history, not only for his individual performance but also for his role in changing the landscape of the league.

Curtis Joseph: In 1998, the Maple Leafs signed goaltender Curtis Joseph to a four-year, $24 million contract. "Cujo" quickly became a beloved figure in Toronto, bringing stability and excitement to the goaltending position. He provided the Maple Leafs with stellar goaltending during his tenure. In his first season, Joseph posted a 35-24-7 record with a 2.56 goals-against average and a .910 save percentage, finishing second in Vezina Trophy voting and fourth in Hart Trophy voting. Joseph's play helped the Maple Leafs become a perennial playoff contender, and his passion and determination endeared him to the Toronto faithful. While he didn't bring a Stanley Cup to Toronto, Joseph's impact on the team and the city was undeniable.

John Tavares: In July 2018, John Tavares signed a seven-year, $77 million contract with the Maple Leafs, choosing to come home and play for his childhood team. This was the biggest free-agent contract in the franchise's history. Tavares' arrival brought immediate excitement and hope to Toronto. In his first season, he recorded a career-high 47 goals and 88 points, providing the Maple Leafs with a top-line center they had been lacking for years. Tavares was named captain in his second season, embodying leadership and professionalism both on and off the ice. While the Maple Leafs have yet to achieve their ultimate goal of winning a Stanley Cup with Tavares, his contributions have been significant, including scoring the series-clinching overtime winner against the Tampa Bay Lightning in the 2023 playoffs, sending the Leafs to the second round for the first time since 2004.