I mean is anyone actually surprised that Gregory is headstrong and somewhat conceded and ignores advice? This is a guy who did not care about going to meetings with teams he scheduled before the draft. All of his personal quirks aside, you have to understand the millennial generation and they are not going to try to conform easily. I think a guy like him has people always ready to appease him on his whim, it might be a few years before he tries to change his attitude even in the slightest.
To give an example, anyone remember that play when the Raiders played the Chiefs last year and the two young dudes celebrated a sack? It was Khalil Mack and Sio Moore after Mack's sack just completely oblivious of their surroundings and celebrating when Alex Smith gets up and quickly calls a snap, and then Tuck sees it and immediately calls a time out. Boy was Tuck feeling that generational gap then.
Personally it is hard for me to understand this generation, I am barely outside of it, I mean 3 years outside, but I read all the time of their behavior some you can say is nice they are always willing to stand on their own and try to be independent, sometimes it seems like a huge headache for drama's sake.