Look, I know Nylander is probably staying, and I don't have a huge issue with that (however, I would want to see a few others traded in that scenario), but I'm going to do a Nylander trade for fun.
Nylander (Tor) for Kakko & Kravtsov (NYR)
Why Toronto does it:
-Money wise, both Kakko and Kravtsov are RFA's, but, at this point in time, I imagine both would be bridged. There would be savings. How much? Don't know. Enough though.
-Both Kakko and Kravtsov were drafted too high. That said, Kakko is starting to show glimpses of what he can become. At worst, he's still going to be a decent top-6 winger. He's also 6'3 and has acknolwedged that he will start using his size more. Could be a good skill/size combo type of player.
-Kravtsov had a good year in the KHL. Definitely not the star he was expected to be, but he's turning into a net-crashing, north-south meathead. We need some of those guys! Also, 6'3 and solid.
-Both Kravtsov and Kakko "slow the game down" and Kravtsov goes into traffic. They can be, potentially, good wingers for Tavares.
-You lose Nylander, but you have two cost-controlled guys who are ready to step into the line-up and may have a break out year (Kakko more than Kravtsov)
Why Rangers do it:
-Socko mentioned that the Rangers are missing stick-handling and good pass-receivers. Lots of puck bobbling and poor puck control. I noticed this too. Nylander helps solves the problem right away.
-Salary-wise, I think they can afford it. (with some moves)
-Rangers seem to be entering win-now mode and may be open to this.
-Rangers have some good wingers in the system who can replace the guys they lost (Othmann).