This would have been necessary in a re-tool:
http://canucksarmy.com/2016/10/19/the-canucks-should-look-to-acquire-more-draft-picks
Benning went the opposite way...
In a strange way, this leads me back to analytics. By acquiring players that have unrecognized value, you are able to overload the veteran pieces on your team. When that's done, you are able to trade off the bigger-money surplus, pick up more picks, and still hopefully tread water at the NHL level. After a time, the picks mature and start to make a mark on the roster.
Ken Holland talked about pick frequency in one of his videos. He felt that with a weaker draft position year to year, the team needed to load up on picks in order to gain advantage at the draft. They have been doing this. Another team that does this well? Tampa Bay, who is referenced in this article. They had 10 picks in 2015 despite being a much better/competitive team. And yet another is Chicago, who used pick frequency to sustain their pipeline of talent.