Three distinct possibilities seem to be emerging in regards to the Blazers (which absolutely affects said NHL chances), although given what's described as a set of tangled arrangements, don't be surprised by a different outcome.
(1) The NBA has a plan, a line of vetted people who want to own a team, and can probably make life difficult for others who want to buy... if the succession plan allows for that (well, if it can allow for that). I would think it does. Larry Ellison, maybe? If THAT, and if the NBA has sufficient influence on the process, don't hold your breath for NHL.
(2) Bert Kolde has been Allen's right hand man at Vulcan with the Blazers. His name has popped up more than once this week. I don't think he has the money by himself, but if he builds a consortium with the money, I would think that the succession plan has paved this road. This means a slightly larger chance at NHL than under #1, but not much.
(3) Merritt Paulson supposedly has a consortium... and if allowed to buy, he's thinking a major sports project at the Rose Quarter. The NHL chances go up significantly... IF and only if he has the right consortium to actually make the purchase and start the development. Merritt is the managing partner, not the money guy, so the money matters. Thing is, as you can infer from my previous comments, I think the road isn't paved the way MP wants it to go.
You could argue that Bill Gallacher could tip the whole thing depending on which consortium he supports. I... don't know.
The other wildcard: what if Portland Diamond Group wants a piece of the Rose Quarter? They were promising a post-World Series announcement about a site (as in next month). BY THE WAY... as long as they are proposing a privately-funded stadium, it will "only" take two public proposals to deny Portland at the altar again. Don't act like these guys have their act together; they already bungled things once, and arguably leave doubt given another party purchased one of their proposed parcels of land (even if they say it's not out of reach down the road). I have thought less of this outfit the further they've gone down this road.