I agree in principle, but as Easley showed us, those "issues" sometimes linger. Plus this isn't exactly an ideal time for the Patriots to allot their #1 pick to a guy who beat up a woman as she lay curled up helpless on the ground. On balance, I don't see this as a "JUMP at the chance" situation, but more of a "proceed with caution."
Your second point may have more validity than you first one.
I repeat the talent at #32 is generally the same as the guy who is picked at 45. The only advantage is the 5 year contract...if you want to call that an advantage. So taking Easley's injury concerns, which by the way were more problematic than Simmons', WAS a risk. But the reward, BB felt was worth it. AND for a season, Easley gave us what we were looking for when we drafted him. A guy who was sudden and explosive in the interior of the defense.
The failure with Easley was more a mistake about his MENTAL approach to the game, or lack of it. I remember watching a game where the Pats made some great play and the camera flashed on a celebrating sideline, EXCEPT for one Dominic Easley sitting by himself, looking out blankly, while the rest of his team was happy. I knew THEN that he wasn't going to last as a Patriot, despite the fact he graded out very well that season.
So if you want to bang on Bill for the Easley pick, go ahead, but he didn't fail for injury reasons, but attitude ones. That was the failure. As for Simmons, you make a good point on the off the field issue he might have. I'll be interested to find out more like when it happened, how it was adjudicated, and if he has shown he's learned from it. But if its something that's on going, then I'd pass too.
But the fact remains that the ONLY way the Pats are going to get a REAL first round talent at 32 is if there are injury or off field issues attached. IIRC in most years talent evaluators delineate how talent runs across the draft. For example, generally the first 7-10 picks are elite. Then 10-25 are you first rounders/starters. Then 26-45 are the next level of talent, and so it goes on through the draft. Someone from the draft board could probably give a more accurate breakdown of this, but I'm within reality.
The point being is that picking at 32 is more like a 2nd round pick than a first round one, and the reason why most fans don't mind if we drop 10 or so spots in a trade because we will still wind up with a player with the same talent level as one at 32.