Not really sure about most of these takes TBH - from either side. Seems the thread just turned bitter.
From a Toronto perspective there is no reason to be in a hurry to close the deal. Despite rumours, this could still be a bargaining tactic by Hyman's camp to try and get Toronto to come up to meet the term or $. It's in Dubas' interest to keep the channel open up to the end if he wants the player back, which I'm sure he does. Part of this is also about calling Hyman's bluff to see if he comes down closer to the Leafs number. At the same time he can wait and see if Holland will come down to his asking price for the 8th year. Once you do the trade, Hyman is gone, so there is no benefit to just closing the door day 1 if you don't need to.
From an Edmonton perspective there is no reason to pay a 2nd for 500K cap space, it's just over half a percent of the cap, not even an entry level/league minimum figure. You have the deals already agreed to in advance so either term clearly works for the Oilers - if you can get it done for a lesser asset, then you do, if you can't then you live with it. There's also no reason to take the 6th off the table just because Dubas is sticking to the 2nd, or continuing to talk to Hyman.
The only way Holland pays the 2nd is if he panics and thinks Hyman will jump ship at FA, since he has already had offers over 6M.
It's laughable that Dubas would be turning down the 6th to screw the Oilers for 500K, we aren't even in the same division and draft capital is draft capital. It's equally laughable that Holland doesn't care about the 8th year, because it guarantees you don't lose the player somewhere else on Wednesday. The lower cap hit is nicer, but I'd rather have less term since it minimizes the damage if he does fall off a cliff at 33 or 34. Personally, I think the Oilers taking the 8th year is actually worse and I'd be happy if they didn't do a sign and trade, but I think something will get done at the 11th hour - either the late round pick or Hyman comes around and signs with the Leafs. We'll see, similar to Larsson if you don't get the player signed the chance is there for them to walk and both teams could miss out on Hyman.