Significantly Insignificant said:
Well the Oilers still aren't winning, and their "compete" level has been called in to question, and there are a lot of questions about Eberle and Hall concerning their character and whether or not they can win at the big level. They want Dallas Eakins fired, and they are calling him the "decorator" because his big offseason shift in philosophy involved painting the dressing room. All of that sounds very similar to what the Leafs have now here, minus the painted dressing room, and not an overwhelming likelihood of something that is going to be better.
Right, but the Oilers are a worst case scenario. Not the norm and, again,
nobody is saying that the team should emulate the Oilers. The Oilers have made a lot of bad decisions. Those bad decisions can outweigh the good ones but they don't make those good decisions bad.
You are holding up the Oilers as the natural result of the strategy, not a possibility. Finishing low also produced the Penguins and Blackhawks. It produced the Kings and Tampa and the Islanders too. The Oilers do not invalidate the reality that most successful teams are built with this strategy no matter how many people are "questioning" whether or not Taylor Hall can win.
Significantly Insignificant said:
The Leafs face obstacles too. Players don't want to play here. They couldn't get a guy like Nash, or Kesler because they would come here. Scratch Spezza off that list as well. The reasons are different, as they aren't related to cash or the lack of a nightlife, but there are still reasons why players don't want to come to Toronto.
Any team will face difficulty attracting players when they're bad, especially players who are specifically looking to go to contenders. Those aren't obstacles endemic or unique to Toronto in any way.
Regardless, the fact that the Leafs have a ton of money to spend on development and coaching is the key there. The fact that the Oilers have not been able to supplement guys like Hall and Eberle with quality depth is not because it's too cold there or there aren't nice shops, it's because they're running their organization poorly. There is no reason that has to be true in Toronto.
Significantly Insignificant said:
However, given the Leafs track record of drafting and developing, I don't think that stockpiling picks is going to produce a winner in five years time.
The Leafs aren't under a voodoo curse. They have the resources to hire the right people. Their "record" is beside the point unless it involves people actively involved with the team now and any and all of those people can be replaced.
Again, nobody is arguing that the Leafs can turn things around without also hiring the right people to run the team and make the decisions. It does not change that stockpiling draft picks has proven to be the most effective way to accumulate the kind of elite NHL talent that winning teams are built on and the Oilers, despite their record, are actually evidence in favour of that as opposed to against it.