As a poster that finds the draft thread interesting can you clarify your point on people running teams have no experience in conducting interviews. Do you mean OHL franchises have no experience or someone else? One would hope an OHL franchise has that part covered.
Generally speaking (as others have clarified) its a GM/AGM or maybe a coach doing the interviews. Those people are all trained for running hockey operations, not how to conduct an interview. For years I did interviews as a manager without much idea what I was doing, and they sucked. Finally got tired of it and did a bunch of research on how to do them properly and it made a world of difference.
I was talking to someone who did OHL player interviews a few years ago; great hockey guy, long playing experience, knew everything there was to know about the game, but he was struggling with interviews because it was the same set of questions and the same set of answers, so it was all just a performance for no benefit 99% of the time.
I started by asking him what he wants to get out of the interview process. The answer (paraphrased) was that he wanted to get to see what the kid's personality was like. My response to him was if you want to see that, you have to get the kid out of his preprogrammed answers by asking questions he doesn't expect and think in advance about what boxes you want the kid to say.
In my interview process, I often like to try to shake the person out of their routine off the top that has nothing to do with hockey; a question like "if there was a movie about your life, which actor would play you and what would the title of the movie be" or "tell me your favorite non hockey related memory" is relatively harmless but is going to surprise the kid. The first thing you get to see is how they handle stress and surprises - are they honest and give it actual thought, do you get a humorous answer, do they give you an answer that they think makes them look good, do they stammer and have trouble coming up with anything? I want to see what this person is *really* like, and to get that, I need to know something they haven't practiced answering.
Rather than then ask a kid a simplistic question like who do you compare your game to, I'd ask more general things. Off the top of my head, questions like:
what do you think the three key skills a hockey player should develop are, followed by which of those three is your biggest strength and which of the three do you need to work on?
tell me about a time when your team suffered adversity and how you responded?
who's the worst coach/teammate you ever had and why didn't it work with them?