OP, when it comes to being "persistent" with a woman, there are some contingencies that have to be in place first. It isn't necessarily a bad thing to put effort in getting a woman, conversely to what a lot of people are saying. Hell, thats how i got my wife... There were many times I wanted to give up cause alot of drama was involved, but i stuck it through. The key difference, at least in my situation was this:
My wife had shown interest in me; her attraction to me was apparent. Read this when you get a chance:
Attraction Is Black & White. No In Between. The Games End When You Realize That.
If a woman's interest in you is explicit and easily verifiable not only through her words, but moreso through her actions, then i'd argue that it is safe to pour in effort.
Now, you might ask, well why would i have to put in effort if she likes me?
Because in this day and age, it would be foolish for any man to think that a (single) woman is only talking to you; its naive to think you are the only man in her phone. I tell people when dealing with a woman, always assume you are one of a few dudes who she's talking to. Cause it's just not realistic to believe otherwise. Even if she likes you, there are probably other people involved.
With that said, alot of dudes will become timid or lose confidence when they realise this fact or notice that shorty got options. Most women do, but the primary contingency is if she has shown a willingness to be with you, in some capacity, then putting in a little effort to put a stamp on it and have her leave the others behind is not bad.
Now, by effort, I dont mean taking your jacket off and lying it over puddles for her to walk over... Hell, I was never a 'date night' guy... I dont think ive ever ordered anything for a woman if it wasn't off the dollar menu. If a woman is
truly interested in you, then she really wont care where yall go or what yall do as long as the two of you together. So ive always settled for just meeting up and chilling, talking the first couple times, feeling her out. She should be more interested in being with you, getting to know you, than ordering steak at a bordega.
With everything in mind, I dont believe there is a stigma attached to pursuing a girl who's shown a desire to be with you. But again, she may have options, so you have to weigh the worth of pursuit. No one is saying chase her for a whole year or even after a couple months. But it may be possible that the only source of a woman's indecisiveness may be that she simply doesn't know you that well, may be dealing with someone else she's known longer, or is just leaving another relationship. And the biggest thing of all --- the greatest thing --- is that she has to show unequivocal attraction to you. If that isn't there, then its a losing effort.
Now, if you're wondering should you have to work to get a woman attracted to you, the answer is no. Attraction is black and white, as explained in the thread i linked to. If its one thing a woman can decide in an instant of a second, its if she is attracted to you.
But lets say you did work to have a woman eventually fall for you or develop some sort of feelings for you, its sort of different, because the feelings were manufactured. You should not have to
convince a woman that she likes you. If it didnt occur naturally, and it took for you to make her realize that she did, already starting off on the wrong foot, and typically those type of women are dealing with someone they like more than you, someone they are more attracted to. But if you text, call, hang out with any woman long enough, yeah you can convince them that they like you.... But it is not the same as having her come to that decision on her own.