I don't want to seem too pushy/chasing/over pursuing.
i think youve done a pretty good job of this. its a good rule of thumb not to follow up more than once to someone who isnt responding.
"im not okay" is a vague, but still pretty good explanation. there may be a lot going on with them. it may not be something they want to indulge, or they may not be in a place to indulge it.
I'm stuck between I want to keep reaching out so they know I care and I don't want to keep reaching out because it seems I am the only one interested
its important to know that you are approaching this from a different place. for you (im generalizing here) its a prominent thing in your mind. each conversation, long or short, represents a certain significance to your ultimate goal (getting back together). they arent in the same place. for them, sporadic conversation is the natural order of things and doesnt carry the same weight. they arent going to be as preoccupied with the state of the relationship.
its not the worst place to be, necessarily. they did respond. there is warmth there.
I'm stuck between I want to keep reaching out so they know I care and I don't want to keep reaching out because it seems I am the only one interested in a conversation
the longer the dynamic remains the way it is, the more likely that is to be the case. more than likely, this person is okay with simply being on good terms. you want something different. you want more.
in order to achieve that, you most likely need to change your approach a bit.
it would help us help you do that if we knew more about the circumstances.
who broke up with whom? how recently? why/what happened?