I tend to suspect it's not very much otherwise that sort of deal would've already been done as Grier has had two offseasons to make such a deal if they wanted.
I tend to agree with you as it relates to Hasso not being too keen on spending money on a loser. The Karlsson trade has them spending roughly 5 mil on Karlsson being in Pittsburgh, 5 million on Hoffman, up to 11 million on Granlund, and up to 5 mil on Rutta. If they hold on to Granlund and Rutta until next year's trade deadline, that's basically spending 26 million to get out from paying Karlsson the approximately 34 mil left on his deal minus the retention. That's still a lot of money to spend on dumps and it's possible that with a lot of excess contracts expiring at the end of the year that they will transition that freed up cap space to these sorts of deals to try and accelerate the rebuild a bit but I'm not actually expecting it. I think this offseason will be the first one for Grier where he can choose to either invest in the future or try to add pieces to make the team more competitive. I just don't think the latter is a sound move based on what the team has right now...especially if Hertl wants out and/or Couture's injury is a career killer or makes him about as effective as Vlasic currently is where we're basically stuck with that contract until it expires or can be bought out.