Edited Jul. 23, 2023 at 10:54 a.m.
Quoting: SuperMario66
If Nylander were offering to sign for 8.8Mx7 Toronto would probably sign him rather than trade him. Maybe NJ could convince him to take a little under 10, like 9.6Mx7. I still think that's reasonable for Nylander on a long-term contract with the cap going up, but Toronto can't afford it. He's definitely superior to Bratt, but Bratt is also a bit younger. If NJ can trade and sign Nylander I think they would seriously consider this, it just sucks that they recently extended Bratt but if it makes the team better they would do it.
I'd have to agree with almost everything you've said here amongst all the comments on this idea.
The only way Nylander signs an 8.8(or less then 9.5) is because he's not in Toronto anymore, I don't see any world where he's gets more then 9.5 as a UFA. He's simply not worth it.
Nylander is definitely a better offensive player then Bratt, hence the 2nd added here.
I don't think Nylander is worth Bratt+1st + prospect or anything though, it's not a "superstar" talent difference between them.
Toronto gets a young player whose locked up to a cheaper contract then Nylander and while playing with Matthews/Marner/JT , COULD really come close to matching Nylanders output. Meanwhile, jersey gets an true 1st line RW who knows what it takes to play with superstar talent like Hughes. I'd guess he cracks the 100pt plateau a few times beside Hughes rather easily and the increase in talent over Bratt is definitely worth the 2nd +the extra 900k-1M to extend Nylander.
The biggest issue with this trade is it won't happen. No GM wants to be seen handing out a nice big contract, only to trade that player before the season even starts.