Neil B made an excellent comment in OffThePostComic's post comment thread that really hit home as far as Jim Benning trading away 2nd round picks and how those picks are generally overrated. I'll just paste it right here and let you guys digest it:
We can see that JIM Benning is taking advantage of an inefficiency in the marketplace to improve the team.
Here’s the facts behind the hubub: the best pick that Benning has traded away to date was #33, this year. According to Scott Cullen’s excellent look at draft picks & future production, #33 is somewhere around a 13% chance of producing a top-6 F, a top-4 D, or a starting goaltender.