Eh you just never know. Shero was thought to make weak drafts but a lot of those picks hit at the right time to make 16/17 possible.
Shero was a rather mixed bag. During his tenure, the Pens did well in terms of quantity, but it's pretty easy to argue that the overall quality wasn't high, outside of a few key players.
2006: 3 out 5 picks went on to have NHL careers of 200+ games; best pick was Staal
2007: 2 out of 8 picks w/200+ games; best pick was Muzzin, though the Pens never signed him.
2008: 0 out of 4; first pick was in the fourth round
2009: 1 out of 7; best pick was Despres
2010: 3 out of 6; best pick was Rust
2011: 3 out of 5; quantity, but not quality, as the three were Harrington, Archibald and Wilson
2012: 5(!) out of 9; best was Maatta, but honorable mentions to Sundqvist and Murray
2013: 2 out of 6; best pick was Guentzel
I once saw a quote from a scout saying that any draft you can get 2 NHL players out of is a good draft, so by that measure, Shero did pretty well.
On the other hand, his first round picks were often questionable, with the team frequently reaching for players that didn't end up living up to where they were picked (particularly in light of players who were drafted after them). On the flip side, Shero's team really shined in the third round in particular, picking up players like Guentzel, Rust, Sundqvist and Murray there.
That said, I'd take Shero's record in the draft over Rutherford's any day.