I would say the draft is an inexact science and even a team that does well like Chicago or Montreal (another team that I think drafts very well), is still going to have plenty of misfires. What I don't believe is that the Oilers misfires are at a level that we should be happy with. At best, this an average drafting team, and in no way do I consider MacGregor to be some drafting genius, no matter how many times Stauffer tries to tell me otherwise.
As for the Oiler prospects, I think I answered this in my response to BBO's post. I admit I don't follow them as closely as you do, but what I do see on them is not encouraging. Maybe it is too early to start writing them off entirely, but I also would say it's wishful thinking to say things are looking good right now.
Part of the problem with assessing the current draft team is that they had three straight #1 picks. That is basically a no win scenario because it is almost the same as not having a #1 pick as far as much of this analysis is concerned.
If you look around the league the vast majority of the real impact players are first round picks. There is no question what so ever that a teams success in the first round is far more important than hitting the jackpot by adding a solid bottom six forward in the third round of the draft. (If you want evidence of this ask yourself how much better this team would be right now if Plante and Nash had been PK Subban and Max Pacioretty).
In this respect the Oilers have been very good since picking Eberle in 2008, the first year that Stu was in charge. Every one of their first round picks since then has been a solid pick at worst. Even Paajarvi, who was good enough to be the key piece in a deal that returned Perron. As to the #1's in my mind they picked the right guy all three years and it is only in hindsight that people can say these were easy because it is not like everyone agreed on who they should pick.
During that period 2008-2009 alone here are a few of the other guys picked in round 1 that have either been busts or have yet to make it and are no better right now than a guy like Lander or Marincin:
2008:
Columbus #6 Nikita Filatov
Chicago #11 Kyle Beach
Boston #16 Joe Colborne
Washington #21 Anton Gustafsson
Calgary #24 Greg Nemisz
2009:
Dallas #8 Scott Glennie
NYI #12 Calvin De Haan
Montreal #18 Louis Leblanc
Vancouver #22 Jordan Schroeder
This is not a comprehensive list. There quite a few others that will not pan out at all just from those two years.
I also think that it is not so easy to say that all the news has been bad. You mention three names. Hamilton has been a big disappointment to me as well. I personally still think there is a player in Pitlick, just not the #2C I had probably unrealistically hoped for. But he has the tool box to be a very good bottom six winger or at least a 4th line energy guy. He has at times played very well in OKC but has had injuries and has been very inconsistent. This year will tell us a lot about where he goes from here.
I am not really sure why you feel Ewanyk has disappointed. He still seems like a solid prospect to me. And you do not say anything about guys like Rieder, Laleggia, Khaira, Rajalla and Zharkov who have all played up to or better than their draft spot. Davidson also had a solid year last year in the AHL. Hartikainen is another guy that has outplayed his draft spot. He is in the KHL right now but remains Oiler property.
Not everything is rosy, but reality is that after the first round 90% of a teams draft choices end up doing nothing or if they do play it is for another team. Where certainly I do agree with you is in their drafting of goalies. They really have a problem right now in terms of both quality and depth!
Martindale is another that I had high hopes for who so far has not delivered. But it seems that this year may also tell the tale on him as well as he is slated for a bigger role in OKC. He has had spurts where he has played very well.