Kaprizov situation is going to be a bitch to navigate. I don’t hate the idea. Just knowing how he’s operated in the past, I know his agent is going to leverage everything he can to get 97 the most money possible (as he should). Normally in a situation like this, you wait until he’s extension eligible and work with a team he’s willing to sign long term with to get a trade with an extension done (see Fiala). I don’t know why Kaprizov agent would be game for that though. He’s going to get the most money possible if he lets this become a bidding war on July 1. If we trade him this offseason with 2 years left, we may still get a haul, maybe other teams will be worried about the same thing. Tough situation where we may already be backed into a corner. Kaprizov’s agent has Guerin by the balls on this one.
It's gonna get ugly
If you don't have reassurance that he wants to stay here, you can't let it get into the final year of the contract. But you can't get that reassurance at all. And if Kaprizov and his agent are smart they won't play their hand.
So Bill may have to make a tough decision that's better for the organization long term (which he's so far demonstrated an inability to do). But the thing is, if he makes that decision, he's likely gone not long after, so just out of self preservation, he probably won't. But if he doesn't, and Kaprizov leaves in free agency, he's gone anyway, and the only entity that suffers is the organization and the fans, who don't have Kaprizov or the pieces he could have returned.
One thing I could see him looking at, which would be just as bad as not doing anything imo, is making a Tkachuk for Huberdeau type swap, where Kaprizov is Tkachuk and we get the worse player in an attempt to remain competitive.
I would like to see him and Craig forego the profit margins in the interest of what's best for the long term health of the club just one single time, but I'm not going to hold my breath for it.