I think Toronto is an awesome place to live. Minus the Canadian taxes (!!!). =)
I have no beef with the city of Toronto, though I admit I like Montreal much better as a city, in Canada. I'm just saying metro Detroit is not hell on earth. And hockey players find metro Detroit quite agreeable, especially the players the Wings pick up, minus that shithead Sean Avery. You can always go elsewhere during the offseason, and most do. I'll go back a little bit on my previous statement though - I've lived in New York, LA and Miami, and I wouldn't want to raise a family in any of those cities. If Toronto is anything like New York...
I can agree with you on the challenge. It would be a HUGE challenge for Babcock to right that ship. Carlyle and Wilson weren't completely clueless coaches - the train wrecks weren't all their faults. It would be a struggle for Babcock, because the rest of that organization is still cancerous. (BTW, you're never going to win anything with Phil Kessel, cherry picker extraordinaire. There's a reason players like him and Samsonov never lasted in Boston.)
Finally, the Ilitches will pay the money. It's only been a few years, but remember, when there was no salary cap, the Wings were the biggest spenders in the NHL, fielding Hall of Fame teams, where Robitaille, Hull, and Larionov were playing on the frickin' 4th line! Remember those good ole' days? (Yeah, when the Leafs could overspend, and still not have a good team!) Only the salary cap is throttling that spending capacity from the Wings today. The Ilitches are the right kinds of sports franchise owners - they're willing to spend the money to win, they don't overcharge their fans, they show loyalty to their employees (Draper, Kocur, more recently the Cleary contract). They'll spend the money to keep Babcock. The only pitfall is Holland getting over his own ego.