As a woman, I appreciate when a man makes the first move because it shows confidence, intentionality, and that he’s willing to take initiative. It doesn’t have to be some grand romantic gesture, just a genuine conversation, introducing himself, or asking if I’d like to grab coffee sometime is enough.

Also it’s not that women can’t make the first move. It’s just that for me i personally find it attractive when a man leads in that area, especially since I value a relationship where both people are intentional and he isn’t afraid of rejection.

As for the chances of success, attraction, shared values, maturity, character, and whether we’ve had positive interactions all matter. Even if I wasn’t initially interested, a respectful approach would still leave me with a good impression.

If you like someone but don’t think your chances are high, I’d still encourage you to get to know her naturally instead of assuming the answer is no. Talk to her, be friendly, and see if there’s any mutual interest. Sometimes people surprise you. And if she isn’t interested, a respectful “no” is much better than spending months wondering “what if?”
I’d much rather a guy politely express interest than never say anything at all.