This trade looks so bad, now, because (obvious points are obvious)
1. the Sens paid a hefty price to (on paper anyway) "upgrade" from Turris to a player whose stock had fallen in Duchene. As we saw with the contract Turris got, they shipped out a player who was clearly a fit in Ottawa for one with a bit more of a name because Melnyk is cheap. Nothing new there.
2. Clearly the Sens have taken a nosedive. If the Sens could even manage .500 hockey since then, they'd be in the thick of the WC chase.
3. Turris has been a fit right away with a surging Nashville and Sam Girard has walked straight onto the blue line for a resurgent Avs team. Whereas the Sens have slid and for a big stretch of that, Duchene wasn't getting on the scoreboard.
Again, all that is obvious, but my point is at the time the trade went down you had people saying Ottawa probably lost the trade but were getting a good player who was gonna help them push on. There was some derision, yeah, but not a universal feeling they got hosed. It was a gamble, and one the GM was making with a financial pistol pointed at his head re: Turris.
Off the top of my head, in the last five years, I think the Seguin trade, the Erat trade, and the Kessel trade (at least the Pens one, maybe both of them) were worse. They looked like terrible at the time, and they quickly got worse. These deals, too, had mitigating circumstances (Kessel being run out by the media, Erat being somehow seen as a big add for a playoff push, etc). But considering the Sens made this move in part because of a tightwad owner, I feel bad for Dorion and co. At least Duchene and the team are starting to turn it around. Still, when you consider EK and the importance of that guy to their franchise, its a bad sign of things to come. And if he goes or is traded, I'm sure Duchene and Brassard won't be far behind.