Edited Jun. 20, 2021 at 12:00 a.m.
Quoting: Isles777
I wouldn't trust lou to build a team from scratch and he makes a lot of questionable decisions, but he's pretty good at keeping his teams competitive and identifying players who will perform in the playoffs.
The good:
The Leafs trade D Dion Phaneuf, F Matt Frattin, F Casey Bailey, F Ryan Rupert, and D Cody Donaghey to the Ottawa Senators for D Jared Cowen, F Colin Greening, F Milan Michalek, F Tobias Lindberg, and a 2017 2nd-round pick.
The Leafs train F Shawn Matthias to the Colorado Avalanche for F Colin Smith and a 2016 4th-round pick.
The Leafs trade D Roman Polak and F Nick Spaling for F Raffi Torres, a 2017 2nd, and a 2018 2nd.
The Leafs trade G James Reimer and F Jeremy Morin for G Alex Stalock, F Ben Smith, and a conditional 4th-round pick (the condition was that the Sharks make the 2016 Cup Final; they did, so this pick upgraded to a 3rd.)
The Leafs trade F Daniel Winnik and a 2016 5th for Connor Carrick, Brooks Laich, and a 2016 2nd.
The Leafs extend RFA C Nazem Kadri and RFA D Morgan Rielly for six years each. Kadri’s AAV is $4.5M and Rielly’s is $5M.
The Leafs trade a 2016 1st and a 2017 2nd for G Frederik Andersen. In a separate transaction on July 8th, the Leafs send Jonathan Bernier to Anaheim for a conditional pick. The Leafs then sign Andersen for five years at $5M AAV. The conditional on the pick was never triggered and no pick was ever moved.
The Leafs sign unrestricted free agent F Matt Martin for four years at $2.5M AAV.
The Leafs claim G Curtis McElhinney on waivers from the Columbus Blue Jackets.
The Leafs extend RFA wingers Zach Hyman and Connor Brown. Hyman gets four years at $2.25M AAV; Brown gets three at $2.1M.
The bad:
The Leafs extend their own RFA, RD Nikita Zaitsev, for seven years at an AAV of $4.5M.
The Leafs trade F Kerby Rychel, D Rinat Valiev, and a 2018 2nd-round pick to the Montreal Canadiens for F Tomas Plekanec and F Kyle Baun. The Canadiens retain 50% of Plekanec’s salary.
The Leafs drafted: Auston Matthews (1 OA), Yegor Korshkov (31 OA), Carl Grundstrom (57 OA), Joseph Woll (62 OA), Jordan Greenway (72 OA), Adam Brooks (92 OA), Keaton Middleton (101 OA), Vladimir Bobylev (122 OA), Jack Walker (152 OA), Nicolas Mattinen (179 OA), Nikolai Chebykin (182 OA.)
The Leafs drafted: D Timothy Liljegren (17th OA), D Eemeli Rasanen (59th OA), G Ian Scott (110th OA), F Vladislav Kara (124th OA), D Fedor Gordeev (141st OA), F Ryan McGregor (172nd OA), D Ryan O’Connell (203rd OA.)