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Both of these are big-name backup goalies who have proven that they can play in the NHL. In bringing either one of these players in, the first question would need to be: can they accept that they are the backup?
The next immediate question is if Howard can handle having a big-name backup. The starting job is unquestionably his, but if he were to stumble or get into a slump, would looking over his shoulder at either one of these players make it worse?
It is no knock on Howard wondering this, after all he does only have two years of starting experience. While he did play good both seasons, his first year was better than his second. Will year three be another step back, will he maintain or will he improve? It is difficult to determine what effect bringing in a player the caliber of Turco or Emery would be. It is doubtful that the Wings will go this direction.
Some may question that Osgood is also a big-name goalie, and no doubt with his 400-plus wins and Hall-of-Fame career, he is. The difference is that there is already an established relationship between Howard and Osgood, where Osgood has taken on a very valuable role of mentor. Would Turco, Emery or another veteran goalie be willing to play such a role if needed?
In the end it comes down to Osgood or Conklin. The best hope is that Osgood’s health is great and that he can convince Holland that he still has enough passion and drive to play another season. With only a few more wins he can jump to eighth on the all-time wins list. That, combined with the chance for his fourth Stanley Cup, should be enough for him want to come back.