“Why is this man so dense? He never responds to the subtle clues I carefully place behind a veil of plausible deniability.”
If you’re trying to make a move without making a move, that might be the reason he’s not responding. You’re asking him to take on all the risk of misinterpretation. At some point somebody has to be overt. If you’re presuming it should be him, you should ask yourself why you think that.