4. Kyle Dubas (May 11, 2018 – Present)
Best Trade: LA Kings trade Jake Muzzin to Toronto for Carl Grundstrom, Sean Durzi, 1st Round Pick
Worst Trade: Carolina Hurricanes trade 6th Round Pick to Toronto for Patrick Marleau, 2020 conditional 1st Round Pick, 2020 7th Round Pick
Best FA Signing: John Tavares signs a seven-year $77 million contract
Worst FA Signing: Jordan Subban signs 1 year entry level contract.
Best Draft Pick: Rasmus Sandin (2018 NHL Entry Draft, 29th overall)
Worst Draft Pick: N/A (Too early to tell)
Grade: B –
Final Thoughts: In a short-time, Dubas has already had his ups and downs. However, the ability to sign John Tavares alone qualifies him as a top-five notable GM of all-time.
3. Pat Quinn (July 15, 1999 – August 29, 2003)
Best Trade: Tampa Bay Lightning trade Darcy Tucker, 2000 4th Round pick, future considerations to Toronto for Mike Johnson, Marek Posmyk, 2000 5th Round pick, 2000 6th Round pick and future considerations.
Worst Trade: Montreal Canadiens trade Doug Gilmour to Toronto for 2003 6th Round pick (Mark Flood)
Best FA Signing: Alexander Mogilny signs a four-year $22 million contract
Worst FA Signing: Syl Apps III signs to entry level contract
Best Draft Pick: Alexander Steen (2002 NHL Entry Draft, 24th overall)
Worst Draft Pick: John Doherty (2003 NHL Entry Draft, 57th overall)
Grade: B
Final Thoughts: Pat Quinn was probably a better coach than GM, but in four seasons as the GM, Quinn made the playoffs each year, including an Eastern Conference Finals appearance.