The Toronto Maple Leafs biggest misses of the NHL Trade Deadline

The dust has settled on another NHL trade deadline. No one can accuse the Toronto Maple Leafs of not pushing their chips forward and going all-in after a series of moves. General manager Kyle Dubas has done his best to upgrade the roster in hopes of going on a deep run in the playoffs.

Before the clock ran out on the opportunity to make more trades, Dubas made significant moves. They included acquiring Ryan O’Reilly along with Noel Acciari from the St. Louis Blues, Sam Lafferty and Jake McCabe from the Chicago Blackhawks, Luke Schenn from the Vancouver Canucks, and Erik Gustafsson from the Washington Capitals.

With all those transactions, it’s hard to believe that there were still misses.

Timo Meier

The player the Leafs would have loved to be flying Timo Meier to Toronto. Instead, he’s joining the New Jersey Devils. It took a package of forwards Fabian Zetterlund and Andreas Johnsson, defensemen Shakir Mukhamadullin and Nikita Okhotiuk, a conditional first, a second, and a seventh-round pick to bring him to New Jersey. As part of the deal, the Devils also added forward prospect Timur Ibragimov, defensemen Scott Harrington and Santeri Hatakka, goalie prospect Zachary Emond, and a fifth-round draft selection.

Meier would have been a massive upgrade to the Maple Leafs’ forward group. He’s registered 52 points in 57 games. They’ve come on 31 goals and 21 assists. The addition of another powerhouse scorer would put any opposition on their heels.

The acquisition would have likely meant that Toronto couldn’t have also gotten O’Reilly. To make it work, Dubas would have had to send more salary out the door and create some cap room. Even with the LTIR space, there wouldn’t have been enough for both Meier and O’Reilly without losing well-paid NHL talent.

Even though it was reported that the San Jose Sharks had a big ask from the Leafs in a return for Meier, Dubas still should have found a way to make it happen. The reason this is considered a miss is because the Maple Leafs had the assets to make Meier a Leaf. Dubas may not have wanted to ship out one of the organization’s better prospects, or perhaps, he didn’t want to clear cap space in order to find room for both O’Reilly and Meier. Either way, it would have been an enormous opportunity for the Leafs should they have done it.

Jakob Chychrun

What may be the biggest missed opportunity for the Maple Leafs is a trade that most NHL GMs wish they had swung. That was to receive defenseman Jakob Chychrun. Leafs fans have been talking about him for a very long time. The winner of the Chychrun sweepstakes was the Ottawa Senators.

Sens general manager, Pierre Dorion, fleeced the Arizona Coyotes for the 24-year-old. All it took to swing the deal was three draft picks. The Coyotes received a first and two second-round draft picks.

Chychrun was limited to just 36 games this season. The Coyotes sat him out eight games waiting to find the right trade partner. Chychrun also had a delayed start to this campaign as he nursed a wrist injury. Once he made his debut in late November, it appeared he was back to full health, collecting 28 points on seven goals and 21 assists prior to being traded.

Chychrun would have been a far greater addition to the Leafs’ blue line than McCabe, Gustafsson, or Schenn. Not only would he represent a dynamic jolt to the defense core but he’d be in Toronto as more than just a rental. Considering what the Maple Leafs paid for all their moves, they could have easily saved on going after other defensemen and outbid the Senators for Chychrun. There’s no doubt that Dubas feels this way and he’s surely not the sole GM in the league with these thoughts.

Tom Wilson

Tom Wilson is a very popular player with the Washington Capitals. He has the ability to put pucks in the back of the net and opponents on their behinds. He’s the prototypical player built for postseason hockey.

Wilson has missed most of the season dealing with a lower-body injury. Whenever he has been in the lineup, however, his impact has been felt. Especially, by the opponents.

In the 14 games he’s played for Washington this season, Wilson has recorded seven goals and two assists for a total of nine points. Unsurprisingly, he has amassed 26 penalty minutes already.

The role of the on-ice enforcer has all been wiped out from the NHL. There are still a few who patrol the ice striking fear wherever they go. Milan Lucic with the Calgary Flames is one such player.

The problem has been that in order to increase team toughness, the traditional enforcer would be sent over the boards for something around eight minutes of ice time per game. Those minutes usually took away from more talented players and made scoring more difficult.

The best part of Wilson’s game is that he’s not only able to drop the mitts with anyone but he’s also a capable scorer. In fact, he’s already scored 122 NHL goals over his 661 career games.

Wilson would have made a great addition to the Leafs. The 28-year-old right-winger could have provided the missing sandpaper to the team lineup while also helping improve the offense.