If I had the time or the inclination I would scrounge up some of Milbury's decent trades and claim hey he wasn't that bad.
I hated Gainey's tenure with the Habs but part of the problem with Gainey was his daughter's death but the other problem was he listened to his right hand man: Gauthier who at the very least advised Gainey about signing Samsanov, Cammalleri, Spacek, trading for Gomez and giving away Ribeiro for a d-man who wasn't even capable of lacing up his skates anymore.
I decided I have the time:
Jan'96: Rhodes & Redden for Beaupre, Straka & Bedard
Mar'96: W.Clark/M.Schneider/D.Smith to TOR for D. Hendrickson/K.Jonsson/S. Haggerty and TOR 1st Rounder(R. Luongo) +1
May 00: 4th Round Pick(J.Ronnqvist) to ANA for Trent Hunter
Jan 01: 5th Round Pick(J.Andresen) to LAK for J.Blake
Hey he wasn't that bad if you ignore his terrible trades. Gauthier wasn't as bad but that's only because he didn't get as much time as Mad Mike.
When Gauthier has moved the equivalent of Spezza, Jokinen, Luongo, Redden, Bertuzzi, McCabe and signs Yashin to a 10 year 90 million dollar deal, then maybe we can compare the two.