Quoting: Leafsfan98
That part is obvious, you can’t have a worse prospect pool than the Leafs just coming out of a full rebuild
Most, if not all, will take the best player and Matthews is so much better than Tkachuk
I'm probably Dorion's biggest critic
The guy has made so many mistakes, the Sens could have by far the best present and future of the NHL
Just naming a few blunders :
Zibanejad + 2nd for Brassard
1st (which ended 4th OA) + Turris + Bowers for Duchene (who wasn't kept and then traded for 3 pieces that didn't end up in much)
2nd for a declined Derek Stepan (who had a 6.5 AAV lol)
Gustavsson for Talbot
Murray's contract, then having to spend 3rd + 7th to get rid of 75% of his contract
Ceci + 3rd for Brown and Zaitsev (getting Brown was excellent but stupidly traded him for a 2nd when the team is trying to make the playoffs, then had to spend 2nd + 4th to get rid of Zaitsev last 1.33 years of his contract)
Bought out Bobby Ryan just to sign Dadonov who worked even less. Would much rather have had Bobby than Dadonov + Ryan dead money
Del Zotto, Condon, Colin White contracts, etc
The Tyler Boucher and Ben Roger picks in 2021
The DeBrincat situation
There's so many it's actually hard to remember them all without looking
He's very lucky though, started his rebuild with probably the most wealth in NHL history (Karlsson, Duchene, Stone and several others in their prime, plus Chabot, Batherson, etc already in the prospect pool).He also benefitted from having Trent Mann and several scouts hired by Bryan Murray who got him some nice pieces everywhere in the draft. PLUS, that Karlsson trade, lucky that the Sharks fell off a cliff that quickly so the 1st ended in Tim Stutzle. They got their first 2 line Centers from that trade.