This is a very hard question in deed. What I think you should do is, open up. Tell him how you feel about him but don't propose anything whether you want a dating/ courtship with him. Let him also air out his thoughts and from there you can decide on the next step. In case he's feelings for you as well, then you can go ahead and try suggesting a date with him. If he doesn't seem interested then you have to back off.
Love isn't something that you can force because in the long run you're the one who will be hurt. Also, you can try doing creepy things like flirting with other men, only if you're some sort of that. If he gets jealous, there you go, you'd have won. You can take advantage of that situation and raise the topic. You might find that the man isn't just ready for a relationship yet and would love hanging out with you for reasons best known to him. If he's that kind of a person then I'll advise you to let go of him because he will just be wasting your time.