I don't believe it's this simple for coaches and managers. I'm going to guess that in a lot of high performance environments, you'll see coaches and managers who have to adopt a sliding scale when it comes to highly talented people who act the maggot because it gets better performance overall and that's what they're judged on.
I also think given that Tomlin just got rid of Pickens, and that the last few drafts have been packed full of high character guys, he absolutely accepts there's some people you can't get through to and also that the team isn't in the position to absorb them and keep working that it once was. And see no reason to doubt the many people around the NFL who believe that Tomlin gets more from these players than anyone else. It isn't his job to reform them. It's to keep them in check while he squeezes out production until it's no longer worth it, at which point he goes bye bye. Which so far appears to be what happens, with players going full loco and useless when away from Tomlin. Honestly, if Pickens follows the arcs of Claypool and Johnson, he's probably going to blow up the Cowboys' stadium.