At this point I'm very beyond caring about Bowness's preferences, he's an afterthought in the grand scheme of things (I hope so anyway). He's never going to play anyone beneficial unless you give him no choice. I think it would be hard enough to find value anywhere as it is, having to limit it to who Bowness likes makes things impossible. I also hope whatever you get is going to be for longer than this year. If not, then I guess it's fair to say you have to grab some defensively conscious guy above some arbitrary age cut-off. Absolutely no one who would take real assets to acquire. If you can clear Radulov, maybe something similar to the Vatrano deal (but not similar to the player, he's the antithesis of what Bowness would like).
I'm good with Holl, if that's the random throw-in that gets Klingberg to where he needs to be. I'm very intrigued by Fleury from Seattle, when I dug around a bit his chart doesn't look too dissimilar to Holl's, and I think somehow his value is even lower. You could probably add both for next year and see how it shakes out with some young, cost controlled guys that could be around for a while. Defense seems like a particular weak point to me in the long term. There are virtually no defensemen past Harley to be excited about at this point, and I would expect that if Nill is asking for prospects, of course just take the best prospect you can get, but if things are close to equal some d-men would be best.
On balance, I think Dallas has failed if they end up with fewer picks than they have right now. Don't spend more futures than you receive. There's probably not a lot of reason to be precious about rounds 4-7, but lottery tickets are lottery tickets, and I wouldn't bother trading them for short-term depth.