arky
Joined: Aug. 2016
Posts: 6,703
Likes: 4,333
It all depends where you stand. Nylander was a a stretch because of his bonus, but Anahiem probably asked for the moon because of the situation, you need for a defenseman. They took a 1st which could be in the top 12 over a late round 1st and a good prospect. You would have had to better the offer, your 1st is in the high 20's so a better prospect would have had to be dealt.
It is a relative, higher pick better prospect, lower pick, lesser prospect, but as I say, everyone knew Leafs were looking at adding on the backend, so why not ask for more, worse case they say no and you move on.