Toronto Maple Leafs: 3 Possible William Nylander Trade Destinations

May 12, 2023; Toronto, Ontario, CAN; Toronto Maple Leafs forward William Nylander (88) celebrates after scoring against the Florida Panthers in the third period in game five of the second round of the 2023 Stanley Cup Playoffs at Scotiabank Arena. Mandatory Credit: Dan Hamilton-USA TODAY Sports
May 12, 2023; Toronto, Ontario, CAN; Toronto Maple Leafs forward William Nylander (88) celebrates after scoring against the Florida Panthers in the third period in game five of the second round of the 2023 Stanley Cup Playoffs at Scotiabank Arena. Mandatory Credit: Dan Hamilton-USA TODAY Sports
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It feels like only a matter of time before the Toronto Maple Leafs trade William Nylander.

Over the past decade, there hasn’t been a more polarizing player on the Toronto Maple Leafs than Nylander.

He was the poster-child for the rebuild prior to Mitch Marner and Auston Matthews getting drafted and then was hated by almost all the Leafs worst fans when he negotiated his last contract.

He continued to see the hate based on his ability to float in crucial moments, but now that he’s a 40-goal scorer, there seems to be some more love for him.

He currently has one year left on his contract, which is worth a little less than $7M AAV, so all of sudden, he has one of the best contracts in the league. In truth, he has had one of the best contracts in hockey since he signed this deal.  However, that’s going to change very soon, as the Leafs have the ability to re-sign Nylander as early as July 1st.

With Matthews and Marner also due an extension soon, the Leafs have a big question to ask themselves. Would they better off saving money on Nylander and putting him ahead of Matthews or Marner on the to-do list, or do they trade the asset while its value is the highest?

There are going to be dozens of teams lining up for Nylander’s services if the Leafs make him available, because not only will he be someone who can help your team down the road, but his currently contract provides incredible value.

Toronto’s been known to keep their assets until the contract expires, but there’s a new man in charge now. Brad Treliving may play this game differently and want to trade Nylander, knowing he can’t afford to sign him next year, which would be the smart move if Nylander is asking for too much or is planning on walking anyway.

As a result, here are three trade destinations for Nylander if he’s not planning on re-signing with the Leafs.

Apr 27, 2023; Las Vegas, Nevada, USA; Winnipeg Jets goaltender Connor Hellebuyck (37)  . Mandatory Credit: Stephen R. Sylvanie-USA TODAY Sports
Apr 27, 2023; Las Vegas, Nevada, USA; Winnipeg Jets goaltender Connor Hellebuyck (37)  . Mandatory Credit: Stephen R. Sylvanie-USA TODAY Sports /

Toronto Maple Leafs Trade Destination No. 1: Winnipeg Jets

I can’t think of a better situation than to ship Nylander to Winnipeg.

Mark Scheifele and Connor Hellebuyck have both been on the chopping-block with the Jets for the past few years, so a move involving one of those players would be a real win for the hockey world.

If this was in the NBA, this trade would’ve been made years ago but seeing an actual hockey trade go down rarely happens in the NHL.

Nylander is one of the best goal-scorers in the NHL, so he shouldn’t be traded for 50 cents on the dollar.

Instead, if the team plans on moving him, they need a legitimate return and someone like Scheifele or Hellebuyck seems like fair value.

The Jets would probably have to give up a little more than just Hellebuyck, because even though he’s a Vezina Trophy candidate seemingly every year, goalies rarely get traded for their proper value, likely due to the unpredictability of the position.

Nylander for Scheifele is a more reasonable trade, though the Leafs likely don’t want to get older, and he’s three years older than Nylander.

I’d hate to see Nylander traded but I’d be onboard if it was to the Jets.

Mar 5, 2023; Philadelphia, Pennsylvania, USA; Philadelphia Flyers defenseman Travis Sanheim (6) against the Detroit Red Wings during the first period at Wells Fargo Center. Mandatory Credit: Eric Hartline-USA TODAY Sports
Mar 5, 2023; Philadelphia, Pennsylvania, USA; Philadelphia Flyers defenseman Travis Sanheim (6) against the Detroit Red Wings during the first period at Wells Fargo Center. Mandatory Credit: Eric Hartline-USA TODAY Sports /

No. 2: Philadelphia Flyers

The Flyers look to be an active team right now, with one player in particular being rumored: Travis Sanheim.

Sanheim had a weak 2022-23 season, but who didn’t on the Flyers?

The team missed the playoffs, which sparked many changes and this team could now be in a legitimate rebuild as they look to get back to the playoffs for the first time in four years.

The Flyers would have to eat some salary here and include a few sweeteners, but Sanheim would look nice on the Toronto Maple Leafs blue-line.

Not only would Sanheim be a viable option in a Nylander trade, but Kevin Hayes could be another player on the move.

With three years left on his deal at a price-tag a little north of Nylander ($7.1M AAV), Hayes could be a second-line centre with size that the Toronto Maple Leafs could use.

Hayes doesn’t put up the same amount of points that Nylander does at all, but his frame (6-foot-5, 215 pounds) would add a different element to the top-six.

The Flyers would have to throw in more than Hayes in order to get a deal done in Toronto, but he’s just one of a few players that could make an intriguing package in a Nylander trade.

TEMPE, ARIZONA – MARCH 07: Torey Krug #47 of the St. Louis Blues makes a pass against the Arizona Coyotes during the first period at Mullett Arena on March 07, 2023 in Tempe, Arizona. (Photo by Zac BonDurant/Getty Images)
TEMPE, ARIZONA – MARCH 07: Torey Krug #47 of the St. Louis Blues makes a pass against the Arizona Coyotes during the first period at Mullett Arena on March 07, 2023 in Tempe, Arizona. (Photo by Zac BonDurant/Getty Images) /

No. 3: St. Louis Blues

Torey Krug’s name has been in the news a lot lately and the Leafs need a top-two defenseman so a Nylander trade to St. Louis could make some sense.

The 32-year-old just denied a trade to the Flyers, but could be open to a move to Toronto, since they’re clearly a much better organization.

The Toronto Maple Leafs likely wouldn’t make an aging and declining defenseman the centre-piece of a trade, but Krug would help on a win-now team like the Leafs, and the Blues could always add more to the deal.

Krug averages over 20 minutes of ice-time per night and would be a solid defenseman on the Leafs if the team made a deal for him.

In 523 career games, Krug has 337 points, so not only could he eat up a lot of minutes but he would be big help on the power-play, as the team saw very little offensive output from their defenseman last season.

The Blues just recently turned the page with Vladimir Tarasenko and Ryan O’Reilly, so adding a younger player in Nylander could really help their team.

They have an abundance of good defensemen, who all have some sort of a No-Trade-Clause, so it may be harder to make it work, but if one of them is willing to waive that clause, a Blues/Leafs trade makes a lot of sense.

Next. Leafs Player Grades. dark

As much as it pains me to see Nylander moved, his price-tag is going to be too much next summer, so if the team can get somewhat equal value for his services, I think a deal has to be made.

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