95 percent of them are skinny and have holes they are 18 years old. With that said I think I see where your coming from, but I just don't see how he can be skipped over. If Murray could nab Reinhart, Barbashev, and Ho-Sang....I would be ecstatic.
Sure, but he's one of the skinniest of all the 1st round players. He's also pretty lousy defensively, which isn't a big concern at this stage for the type of player he is, but you have to give points to guys who aren't lousy defensively. He is a guy who up until a bit into this season just didn't properly utilize his talents to get he and his linemates playing effective hockey. He tried to do too much himself. I wasn't very high on him because of that but when I saw him later in the year he looked like it started clicking for him.
The main thing to explain your question is, if you want a dynamic offensive forward and aren't looking for size, can you really say you'd take Ho-Sang over Nylander or Ehlers? Probably not right? That basically knocks him out of the top 10 right there because many teams will be looking for something else. How about Kapenen, Fiiala, or Fabbri? You could at least make the case for taking any of them over Ho-Sang, though you could make the case for Josh as well. When you consider the depth of these 5'11"-ish skilled guys who need to add strength and round out their games, it's not hard to see why he's likely to go in the 20's. I think anywhere from the teens through the late 20's is no injustice to him. If he starts slipping through the 2nd round then I'm wondering what's up.
As to his personality, my impression is that he's a bit goofy and laid back. Just from the general impressions I have of him I could see some GM's knocking him down spots because he's not the cliche-spitting, overly serious type, and that certainly rubs some people the wrong way in the hockey world.
I would compare him in a lot of ways to Kadri.