Quoting: palhal
Sorry, teams lose players all the time for "nothing" as UFAs. It's a new phenomenon on CapFriendly, upcoming UFA HAVE to be traded for something. There are 100 UFAs a year. Gee, I take a look at the Leafs they signed Samsonov, Brodie, Bunting, Tavares, Jarnkrok, Kampf as UFAs and never gave up anything for them
Users do typically over emphasize the aspect of asset management on capfriendly, but in the case of Nylander where he doesn't play a premium position, he's not the top player on the team, and the situation of the Leafs' roster and depth chart (few long-term contracts, aging dcore, thin prospect pool, etc...). I do think the Leafs should try to move him (to a playoff team missing a scoring winger/retooling team) if they don't sign him.
Trading Nylander for a decent return and picking up Karlsson would be a decent move but only of they are saving at least a couple of mil. Otherwise, I think the Leafs are better off paying Nylander 10Mx8 than Karlsson 9Mx4 since that's just giving them a 2-4 year window since all of Marner, Tavares, Matthews (assuming he extends for 3), and Karlsson's contracts will expire in that time. While the first two could re-sign, I imagine Matthews walks and Karlsson retires or just isn't effective anymore, and the team will be in need of a 1C, 2C (probably happens regardless), and a 1RD.