Something to chew on for you.
If Calgary continues to be out of the playoff running come the trade deadline, they've got that Miikka Kiprusoff guy who's got 1 year left on his deal with a cap hit of $5.3M but a cash outlay of $1.5M. Think teams like Florida, NYI, etc., would be interested in that? Probably a little more than a guy who's signed until 2022, no?
Then there's Detroit, who's not looking like a very strong team. Jimmy Howard is a UFA. He's popular in Detroit, and they might be crafty enough an organization to flip him at the deadline for something, and then go on to re-sign him in July.
Then there's Buffalo, who's got Ryan Miller with one year left on his deal. Same deal in Anaheim with J. Hiller.
Then there are the following UFA's: Backstrom, Khabibulin, and Mike Smith.
Finally, there's John Bernier still hanging around LA, and Ben Bishop/Robin Lehner hanging around Ottawa, who would probably all be a more ideal fit for one of the teams that are in the early stages of a significant rebuild (CBJ, NYI) than a guy like Bobby Lou.
Point? Gillis, by standing pat, is running the risk that some/all of these goaltenders become actively in play around the deadline. And what happens to the price of something if there's a sudden influx of people wanting to sell? Right - it drops.
I just don't think it's as urgent as you're making it out to be.
AV and MG have both said they would ice the players that give them the best chance to win. That doesn't mean win that night. That means win today and tomorrow. In order to do that, they need the league to remember how good Lou is. The further away from the LA series the better in terms of return. The more Lou keeps winning, the more potential trade partners are going to realize that he is better than their current best, the more willing they will be to part with so called "untouchable" players.
It just never makes any sense to unload an asset in haste. Especially when showcasing that asset adds to its long term value.
If his trade value is aas low as some are saying, there is no harm in waiting, as the return just isn't going to be that much better even if you maximize your return. I happen to think the piece that's going to come back will be shockingly good.
Now, I could be wrong. But I'm pretty sure I'm not.
This is coming from someone who has wanted Lou gone for years.