Yes at one point. But when Gillis was fired, the prospects pool acquired from the previous three years including draft picks, trades, and UFA signings was:
F - Horvat, Shinkaruk, Jensen, Gaunce, Cassels, Grenier, Fox, Labate
D - Hutton, Corrado, Subban, Tommernes
G - Markstrom, Eriksson
I don't really like giving Benning the 2014 draft, but for the sake of the argument I'll include it so now after 3 drafts of Benning our prospect pool from his draft+adds looks like:
F - Boeser, Virtanen, Lockwood, Gaudette
D - Juolevi, Stecher, Tryamkin, Pedan, Brisebois, Olson
G - Demko
Probably a little better on the bottom on the strength of the defense, but it's not a significant improvement.
Here's the kicker though, the natural draft position that Gillis was working with vs Benning: 29, 26, 24 vs 6, 23, 3. Based on the finishes our prospect pool right now should be significantly better than it was going into the 2014 draft, not just a marginal but not definite upgrade.