Mats Sundin
for
Chris Higgins
Mikhail Grabovski
1st Rounder (year not specified)
Verdict: To have been able to get a prospect of Higgins's level, a 1st and a pretty decent offensive project for Sundin would have been a solid return. I never would have thought Montreal would put Higgins+1st out there for Sundin (and they might not have, since we haven't heard anything about it and apparently Gord Miller was the first to bring it up).
Tomas Kaberle
for
Jeff Carter
1st Rounder (year not specified)
Verdict: I'd bet Philly wouldn't still offer this deal in the summer after Carter showing what he can do. But I'd bet it would have taken a lot of thinking from Trader Cliff to decide whether or not to make this deal had Kaberle not nixed it with his NTC. In hindsight, it would have been a pretty damn good return for Kaberle and Carter's looking like a #1C at the moment.
Pavel Kubina
for
1st Rounder (SJ, year not specified)
Mid-level prospect
Verdict: I most likely would have taken this deal. Factoring in Carter's re-signing (I'm assuming he'll get a long term deal at about 4.25-4.5 per year), the Leafs wouldn't be shedding as much cap as they would have liked to. This deal would have completely changed that, with $5M gone at the snap of a finger. If all these were 2008 1sts, look at the future:
Carter/Steen/Stajan/Higgins/Grabovski/Tlusty/Kulemin/4 1st Rounders/Stralman/White/Colaiacovo/Pogge
Forget the future, I think that team could compete next season.
Steen-Carter-Antropov
Blake-Stajan-Higgins
Tlusty-Wellwood-Bell
Tucker-Moore-Avery(FA

McCabe-Stralman
Colaiacovo-White
Draft-FA
Toskala
Pogge
And the average age on that team is like 26-27.