As someone pointed out to me, losing Regehr wasn't one of those franchise-killing moves like, say, Roy for spare parts was, but losing him eventually left the Avs exposed once Blake and Foote were long gone. With Regehr in the lineup I dare say we might've eked out one more Cup run (maybe) and we most certainly don't have to put up with a "top shutdown pairing" of Skrastins/Clark.
If only Al Coates had chosen Martin Skoula over Robyn Regehr. If only...
Fleury, if I recall correctly, cited the trade to the Avalanche as the beginning of the time when his partying ways began to get the best of him. Lacroix obviously didn't realize Skoula was going to be nothing more than a mediocre defenseman at best, Regehr would be a star, and that Fleury would be a rental. Definitely his worst trade as Avs GM by a country mile. Way, way worse than even the Drury/Morris deal.
Anyhow, going back to the idea or O'Reilly or Stastny on the wing, I think either could easily switch if need be. Both do a lot of work on the wall anyway, and have no problem scrumming for the puck in the corners. In fact, O'Reilly has shown he can be a shoot-first type player with that awesome one-timer of his.
I don't think moving O'Reilly to wing makes much sense because I think it severely weakens us up the middle, but I think he'd be fine there if the Avs wanted to put him there. Stastny would be fine on the wing as well. The only guy who just didn't seem to do well at all on the wing was Duchene.