this club is done
they will blow it up in the summer, book it
I'm not so sure about that. The only way this club will be able to move to get better is if gets rid of the Weber and Price contracts that eat up almost one quarter of the cap. No other team will take them as is and the Habs can't offer up picks and young talent to get rid of them if they are going to try and get better. The only hope is that both Weber and Price go on LTIR, but then Molson has to pay those amounts in addition to the salary of the regular players. That's a big additional financial hit for Molson to eat (up to $91M over five years) and he may not want to do that.
If that doesn't happen and Price and Weber stay eating up almost a quarter of the cap, a rebuild will not be fully effective since it will be short of what it needs to financially rebuild a team. It will just be another mediocre mess for the next five years.
Look at Toronto's rebuild. They ate a ton to get rib of bad players contracts (or players bad contracts if you prefer), like taking on Horton's contract when he couldn't play, and just paid them off and ate the loss. They also spent a lot on scouting and on the organization itself. They got better and smarter better but it cost a lost. I just don't see Molson doing anything of that caliber, or spending like that and instead prefer to just put up a team the way he has been doing and save his money.
Hockey is a sport, the NHL is an entertainment business. Did MLSE's spend pay off? Well, even if they don't win a cup, they are the top team in Canada with the largest and growing fan base, literally control the media, and they have turned their image around. Fans love it and free agents want to go there. It was a costly gamble to get their team out of the doldrums and make it an entertaining upper echelon team. In that sense they are successful.
The cup is for the fans and it takes a lot to get one, but it's a money business for the owners.