You know there is legitimate optimism for the future of this team. Signing Crosby is just silly

More about the PR stunt then the actual value that Crosby would bring. Getting butts in the seats with a legend so the casuals can see the extreme skill on display from the rest of the team.
AZ needs someone that can be put in front of the cameras and wow the crowds. The only one that has the potential of becoming a "voice" of the franchise is Geekie and he is not likely to be a face of the franchise to go along with it.

Why would Crosby do this? He wouldn't

IDK if it would be his choice. Dubas can be cutthroat and if there is an opportunity to move into the future instead of another couple years of Crosby he could well make the choice to not resign him and let him go to market. End of the day it really wouldn't matter for Sid's legacy. He will be retired as a Penguin and will be raised to the roof there.

A couple years getting a ****ton of cash to help with league stability is something I could see Sid doing. He is a good person as well as a good player.

I mean that's pie in the sky fairy tale stuff.

He would sign with a cup contender

Very likely a fairy tale but Cup contenders can't offer him 10MM a season, AZ can.