Grovel, no. Have a good explanation for what he's doing to address his weaknesses and demonstrate that he isn't scared of the pressure and scrutiny, yes. The thing being conflated here is that it's not like you're gauging if a guy is good with the ladies or if he can make conversation at a bar and drafting based on that. It's fine to be shy or not the most outgoing person, and lots of shy people can respond well to tough questions even if they aren't the most assertive people in general.
He's being asked directly about on-ice, active flaws in his game. If he is unable to respond to some questions going over his own game tape, is he going to put in the work to fix those elements of his game? Will he shy away when a coach starts breaking those elements down and trying to fix them? It's not just about Wright being shy or frazzled by a weird interview question, it's about him being frazzled when directly confronted with the exact issues that caused him to drop to 4th overall, and not having a good answer for those shortcomings.
Well that's the thing, he wasn't arguably the best in his field. He was among the best for sure but he was certainly not in a position to be above reproach. He is there to field questions, and one of the questions they asked was about how he plans to improve flaws in his game. If he doesn't have a good answer for that it's a concern, and that's not the same thing as writing a guy off for looking at his shoes or being a bit awkward as a teenager. He didn't play last year, he didn't pop this year, and he got frazzled being asked about shortcomings in a way we can assume other players didn't. That's a concern.
It goes both ways. Outside of very high managerial/executive roles, getting a job at even a very prestigious normal company is different than being drafted at the top of the NHL draft. The Montreal Canadiens and any NHL franchise are one of 32 organizations that can put players in a position to be rich and famous beyond their wildest dreams and to experience the pinnacle of success in their sport.
Shane Wright was one of the best in his field going into this draft, but so were Simon Nemec, Logan Cooley, David Jiricek, and Juraj Slafkovsky, and for a variety of reasons Montreal, New Jersey, and Arizona all agreed that Wright was not the best in his cohort. The Canadiens and the other teams with high picks were the ones doing the choosing at the draft, not the players. If a player doesn't have a good answer for the team holding the #1 pick as to what they plan to do about their flaws, that team is going to be concerned, particularly if the player doesn't have an overwhelming on-ice advantage.
