I'd probably do that and it would make even more sense if the Sens plan on trading Norris, so we could have our centers in these positions:

xxxx-Stutzle-xxxx
xxxx-Pinto-xxxx
Greig-Pageau-xxxx

Value wise I'd be fine with this trade for Chychrun, but if we're picking 10-13 I think it'd be smarter to keep the pick. I'd think Roy still wants to win next year though, so everything else is up for sale

As long as Lou is in charge he’s mortgaging, he said post deadline the 1st was in play for the right player. Maybe that changes with a pick in the range you gave, but an extended Chychrun works for me.

Paccioretty is on the 3rd line playing for the oldest team in the league. Been watching a lot of Caps lately and he does not have top 6 legs. Teravainen would be a nice signing, but I think another team makes a better offer. Carolina probably matches that and he'll take home more money post-tax. It's shaping up to be a weird offseason, not too many big names on the hot seat. We should see a couple pop up after round 1 of playoffs.

if pageau is in the deal OTT declines, much better ways to spend 5M than on a barely 3rd line C, whalstrom is a bust and OTT would not want him.

I'm pretty confident Turbo is out in Carolina just because of how many other key guys they might/need to sign (Necas, Jarvis, Pesce, Skjei, Drury, Chatfield, Martinook) and that doesn't even include if they are trying to keep Guentzel. Maybe spend an extra million on him from the hypothetical Patches contract and play an Iskhakov/Dufour on the cheap instead.

I don’t know how Lou keeps his job past this season. Mayfield, Engvall contracts are among the worst in the league. Pageau has become a liability. He can’t manage the cap and acquire good young players

There are certainly reasons he could be let go, but I don't think ownership let's him hire Roy if there was a possibility Lou got fired in the summer. Malkin/Ledecky don't know anything about hockey and will trust Lou implicitly whether it's right or wrong. Lou is GM/President/Alternate Governor of their board. He is entrenched here

Lou can’t put together a good hockey team anymore. At some point he has to step down or be let go.

Isles have 6 forwards right now that are playing at a 4th line level or worse: Engvall, pageau, holmstrom, violas, Martin , clutter. Half the lineup. They don’t look like they’re playing the same sport as other teams.

Roy is frustrated because knows the isles lack players with basic passing and skating skills