If your going to knock Wilson, i think you are really missing the mark here. His trading of picks is exactly what every cup winner has done prior to winning a cup. He didn't succeed, but we were not the only team who failed. Some of those teams actually failed and then DID win a cup. If your measure for success is only a cup or not, that's really not fair as there are a lot of factors Wilson simply isn't in control of that limited him in that regard. He made some bad trades, but even the worst ones were not totally devastating to the team (we didn't trade away any franchise players, closest is probably MaxPac). He's done more good than harm as far as trades and drafting goes. We are one of the best drafting teams in the league, and DW deserves a LOT of credit for that.
If you want to knock him, knock him because of his apparently total lack of understanding that a farm teams success is critical to the success of the organization. You need to be bringing players up in a culture of winning, not treating your farm team like a parking lot. Not firing Sommer long ago is a big part of that. Meddling in the coaching, and interfering directly with the players are major, major red flags.
Wilson at this point should probably remain as president of the team, but the Sharks should hire someone else as the player facing GM. Wilson has burnt his bridges and done so in such a way that I have a tough time excusing him for any of it. He seems to make emotional decisions, and generally bad ones (including knee jerk trades) and that is a problem. He needs to step out of that role and stay in a more administrative role like President. He likely doesn't want that because my bet is he wants to win a cup as a GM, but that's still probably what would be best for the team.