While his contract may not exactly be a winning factor, lets be real here, Duchene's value is low because he had a below average year on a terrible team and looked like he could care less about playing hockey for big chunks of the last year.
Roy, apparently, wanted to trade him. Sakic clearly has wanted to trade him.
Not great numbers, a terrible team, plus 2 people who had different opinions on hockey both wanting him gone are why his value is poor.
Also, acknowledging the Duchene hot mess, what exactly has Sakic done to make people think that players hate him and would never sign/re-sign here and that Colorado is a tire fire?
Sakic has had relatively easy negotiations with virtually every player he has dealt with. Zadorov took awhile to sign, but nothing out of the ordinary for a player in his situation. The O'Reilly situation was a mess that was left over from before his time and frankly a huge part of the issue was O'Reilly and his family. I am not sure any GM could have kept him in Colorado.
Several well respected vets have signed in Colorado, along with a wide swath of depth players with lots of experience. (not all turning out well for the Avs of course)
Drafting has been strong IMO since he took over, with a scouting department he has put together after moving on from the one that did OK in the top rounds around when he was hired but that was clearly not cutting it in the later rounds. He cleaned house at the AHL level when it seemed like the development program there was toxic and bad for players.
The Avs were bad last year, but virtually everything went against them. He did a very hard thing and stood up to a legend of a coach that wanted to spend the farm to re-shape the team. Then did another hard thing and re-committed to a rebuild that was accelerated/ended by Roy and early success and in part due to Stastny wanting to go to St Louis - necessitating the Iggy signing I think in Roy and Sakic's minds, which - along with the crazy good season - almost forced the team to end the rebuild. The coach he brought in post-Roy seemed like a good fit, or at least the best he could do with Roy bailing so last minute. Maybe should have fired him this summer??? But maybe not? Maybe the core players on the team stood up for him in the summer meetings and said to keep him? (frankly not much has come out on players thoughts either way, even players that left this summer are mum on him)
A tire fire of a team would have made rash moves last summer to try and band-aid the team together. Sakic did not do that. A great GM, maybe not.. but also not exactly a horrid management team as some spell it out to be.