Something I wish I had done back when I was younger, was to be more bold and take things into my own hands. I crushed on a few guys, and it would have saved me time and emotional effort had I just went up to the guy, asked him if he wanted to maybe go out sometime, and resolved the situation one way or another. If he likes me, great, we start hanging out, we become friends, we take it casually and simply. If not, that’s fine, I don’t have to hate the guy, I just understand that there’s nothing between us, so I can focus on another guy who may have that special something. I wouldn’t be pushy, I would just have liked to know if it was yes or no.
But I only got this perspective after spending lots of time crushing on guys but never making any moves, until the day when I decided to take moves myself. So maybe it’s something you just need to experience and try yourself. Good luck :)
Edit: Oh, one last thing. You say he seems to like all of you. You should decide now if you value your relationship with the girls more than this guy, because this situation is a casebook scenario for many things to start going wrong. And don’t let this guy be a player, unless that’s what you three girls agree to. And, if you love drama, then you can ignore all of this paragraph, because these situations tend to be something that attracts the drama llama.