I still can't believe Dubas let himself get punked so bad by the big 3
Nylander pulled one of the biggest bitch moves ever and held out for 1/3 of the year, serving as a constant distraction while his team was looking to contend. He signed at the very last moment for a deal he wasn't worth at the time and completely wasted a whole year of the deal with how horrible he was in 2019
Matthews signed for 11.634 x 5 while having no major awards, not a single playoff series and having never been top 10 in points or ppg in the league. He had the audacity to claim he gave a discount and took less term to keep the AAV down. Matthews wasn't worth 11.634 x 8 when he signed (still remains to be seen if he is as he needs to be a top 5 player yearly to justify that AAV).
Marner in any other market would have received boos in his first few games back. This dude was bending over his hometown team for a ridiculous and unprecedented type of deal for a player of his caliber. He was having Dreger serve as his media piece and had threats of "Offersheet tour" loom large in the 2019 off-season. He was looking to sign a bridge at what he was worth on a 8 year deal (9ish million). His attitude and selfishness matched Matthew's and exceeded even Nylanders.
Dubas should have dealt Nylander in the off-season the second he held out. Nylander was being rumored to bring back Pesce+, Pietrangelo (who had 2 years term left) and had enough value to obtain a quality premium RHD.
If he decided to keep Nylander after the holdout fiasco he should've not signed Matthews to that gross deal and waited until the off-season. The offer should have been 11M x 8. No team was signing Matthews to a 5 year offersheet higher than 11.634. The fake rumor created by Sportsnet a month after Dubas signed that deal was such a pathetic tactic by Dubas to try and excuse how badly he got bent over
He 100% should've put marners name in mud when he was being selfish. Either tell him ti take the deal on the table or you start listening to offers. We take those 4 1sts or we get better value for a RFA 21 year old marner than we would now for a 24 year marner making nearly 11M who has failed miserably in the past two playoffs
Dubas operated as the players agent for these negotiations rather than a GM. His negotiations during the big 3 contracts killed the leafs rebuild