This former 1st overall pick won the Hart Trophy in 2018 after a monster season in which he led his team in scoring by 41 points.

Lou Lamoriello's final move as Leafs GM was signing this player to an entry-level contract on March 18, 2018, who would later be dealt for Denis Malgin.

Much more known for his time at Chelsea and Arsenal, this cross-sport keeper made his semi-pro hockey debut in 2019 for the Guildford Phoenix.

With his brother Brent, this duo holds the NHL record for most combined points by two brothers with 2857.

Despite playing just 28 games in the regular season, a heroic postseason run saw this goaltender win the Conn Smythe Trophy in 2006.

After parts of four season with the Leafs, this player was traded to Arizona in 2016 where he would score the game-winning shootout goal in his return to Toronto less than a month later.

One of the greatest female hockey players to ever play the game, she also appeared at the 2000 Sydney Olympics for Canada in softball.

This family has quietly gathered one of the winningest resumes in recent hockey history thanks to Amanda's Olympic Gold and Silver, 3 World Championships, and 3 NCAA titles, plus this brother's own Olympic Silver and 2 Stanley Cups.

The first Swedish goaltender to win the Vezina in 1985, this Philadelphia Flyer tragically died in a drunk driving accident in November of the same year.

Kyle Dubas' first move as full-time Leafs GM was signing Pierre Engvall, Jesper Lindgren, Igor Ozhiganov, and this player to entry-level contracts on May 17, 2018.

This Hall of Famer raced in the World Rally Championship in the late 90s under the pseudonym Teukka Salama.

One of the highest-drafted families in NHL history, Paul's 12th overall selection was beaten when his son Griffin went 4th in 2012, only to be topped again when this brother went 2nd two years later.

Calder eligibility was limited to players under the age of 26 after this player won the award at 31 in 1989-90.

This player made his Leafs debut 15 years after Toronto drafted him in the first round of the 2000 Entry Draft.

The 1999 Calder winner, this former Av, Flame, Sabre, and Ranger also won the 1989 Little League World Series, pitching a complete game and driving in two runs to beat Chinese Taipei in the final.

A unique cross-sport brother duo, Chris made his mark with the Saskatchewan Roughriders, while this brother has done so on the ice down in California.