Will Pritchard win it? I had forgotten about the award until I heard it mentioned in conjunction with Pritchard's name. Personally, I think it will go to Danny Ainge, not because of bias, but because he has built a team with surprisingly deep (for what was expected) bench play, and an ultra-cohesive team despite so many new faces and three now or one-time superstars (Ray-Ray is more of just a plain old all-star lately). If 32-50 to a thirteen win streak is amazing, think about going from 24-58 to probably about 65-17 and a possible finals berth. That is not easy, I don't care who you get in trades.
But... I have not paid enough attention to know if surprise is a huge x-factor in the voting, and if Pritchard establishing a ten-year window instead of three years factors in.
List of past winners: http://en.wikipedia.org/wiki/NBA_Executive_of_the_Year_Award
Occurrences of note: Jerry and Bryan Colangelo have won a combined 6 EYAs (4-2), all but one coming with the Suns. Phoenix has had a Colangelo win the award at least once a decade since the 1970's, when the award was established, starting with the surprising '75-'76 team (they got to the finals and played in arguably the greatest game ever, a triple overtime affair in game five in Boston).
Pritchard would be the second Blazer to win it, following Bucky Buckwalter in '90-'91.
New York has never had an EYA. Good luck with changing that.
Bryan Colangelo (Phoenix, Toronto), Jerry West (LA, Memphis) and Bob Bass (San Antonio, Charlotte) are the only people to have won the award with different teams.
Stan Kasten is the only executive to win back-to-back awards, doing so with the Hawks in '85-'86 and '86-'87. Remember the name; I have heard he may be a front-runner to replace Bud Selig (Kasten is president of the Washington Nationals, and had been president of the Braves).