No prospect is a bridge too far. Prospects have potential to blow up in your face quickly so if you can get a proven player that fits in your long-term plan you make the move.
Having said that you have to weigh the value of the prospect and the value of the player you're getting back. Wolf looks to fill an immediate need on this team - a goaltender that can make a save and not just stop pucks that hit them. He's also cheap which helps in managing our cap. Wolf likely won't need a big boost in pay until we are able to dump Markstrom. So he is a perfect fit for the team right now and down the road. That is what makes him hard to deal.
On Nylander, he's a very talented player. Is he a guy that stirs the drink? I don't think so. He's at best number four in the Leafs' pecking order and isn't carrying the load he would if he was on another team. He also thinks quite highly of himself and what he is worth money wise. Not sure I want a guy like that. If he were to come in and take Kadri money, then maybe. But if he thinks he deserves Huberdeau money it is a non-starter. Not when you still have Lindholm holding the team hostage and you have to be concerned about fitting him in. I would be hesitant to make a deal before Lindholm makes up his mind.
Reading between some possible lines, maybe Calgary's interest in Nylander is a result of Lindholm giving the team his answer and the answer is "I'm moving on." Could be the Flames have stepped up the urgency here because they know they are about to lose another top player and want to replace him before that gets public. If that is the case then I can see why they would be pressing for Nylander. I could also see why they would be hesitant to make the deal suggested. I would be holding Toronto firm to make a deal because they are now in cap prison and the clock is now ticking to get a deal done. The Wizard has painted himself into a corner and now has to figure a way out.
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