I'm not trying to redo the "but he could still come back in free agency!" posts about Karlsson last year from fans who couldn't come to terms with his trade, but if you're Melnyk, wouldn't that be a point of leverage in a sale?
Whether or not each individual trade was the best, that would be an amazing situation for a new ownership group. If you buy the team early enough, you can have a shot at Karlsson, maybe Duchene too in free agency, and you get to keep all the assets you got from trading them. Oh yeah, there's pretty much no contracts on the books long term, only Ryan and Smith for another 2-3 years, so the team can be shaped any way you want.
But if they don't meet Melnyk's price by June, and then July 1st passes with Karlsson and Duchene signing elsewhere, there won't be the same opportunity in the future to bring back two guys with previous roots here.
I'm not saying I have any shred of hope that Karlsson will be back here. But it would be an interesting leverage point for Melnyk. Especially so if the group buying the team is the same one Alfredsson was involved with that Karlsson was reportedly expecting to buy the team last summer. (That was in the Sun fyi, might have been Don Brennan reporting it)
Granted, maybe a new ownership group would be happier not spending, and would like the idea that they can come in and be seen as white knights regardless of what they do purely based on the fact that they aren't Eugene Melnyk. The idea that Melnyk already took the fall for getting rid of all the big money on the books, and now all they have to do is wait out this cheap roster and play the long game with a rebuild that will peak when they eventually move downtown.