What stimulus can you bring in a conversation? Is it deep rooted?

I realize that most humans after awhile tend to be boring. Hell possibly I can come off as boring myself in others eyes.With me though, I at least try to ask questions based on the interest of others to bring up conversation and learn about them. But some folks don't care about others to even ask deep rooted questions which brings majority of chats to an early end. Also they hardly even bother to bring up something else at times that is engaging. I would actually have to find something else to bring up. I find most people bring up their problems a lot rather than leaving it to a professional therapist. If majority of our conversations is a "woe me" scenario, I just speak to them less or let someone else deal with it. If you can spend so much time doing the "woe me" but you can't even engage in my interest while I engage in your interest...then you won't be hearing much from me or I keep conversations short with you. The same old how are you and what's up gets old because after they respond saying I'm great just working...what else you have to ask? Or is that all you got lol. I mean from what it looks like people enjoy talking with me through text message because of my sense of humor and heightened interest and engaging questions. I am more introverted than extroverted.