RockLobster
King in the North
It's so hard to say in retrospect, because so much has changed every year. Sakic has got better every year. Either way, having O'Reilly would've made our window was sooner, and does 2016-19 Sakic have enough experience to put together a cup contending team? It would be a vastly different team. Most likely means no Makar, Girard, and Byram. Barrie would probably still be on the team making $7.5 mil+, maybe have Chabot+? (if i'm remembering the Duchene rumours correctly?).
Well yeah, the team is likely very different, but I am not sure Barrie sticks around at that price. I think Barrie is still traded and instead of needing a 2C, he is probably swapped for a wing and possibly a better pick.
I mean as much as I love Makar, Girard, and Byram, I'd take a Cup over all 3. Plus, we just don't know what would have eventually happend with Duchene. I think he still would have been traded, and I believe if they had made the decision to trade him instead of ROR (at the time) that they would have gotten A LOT better of a package for him. Ah well, c'est la vie.