Your gonna trade Holden just to scratch him? You want another RH D? I don't think Vatanen will sign that since you have a lot of RH defenseman.
I don't think you will be able to get Rossi

You can’t blame them for putting a top 8 player as the pick, when we currently have 8th overall. We got Caufield at 15th last year. Crazier things have happened.

Vatanen contract isn’t good. We don’t need him, especially in years 2 & 3. Khudobin is fine, as long as we can make it a one year contract, the cap crunch next year is too big, and Primeau will probably be ready. And while we’re essentially getting Holden for nothing, I think this is only good if we don’t sign Vatanen. Also I’d take Kovalchuk over Simmonds any day of the week.

I also forgot to ask, what’s the deal with Verbeek? Does he have a long term injury that I don’t know about?

If you sign that kind of contract for Vatanen I hope your next move would be to trade away Petry or at the very least let him go as a UFA otherwise you're not going to have enough cap to cover 18.5M+$ to three RD and build a competitive line up.