I met a woman about a year and a half ago who was smart, beautiful, fun, and seemingly a catch. However, she had two kids and had been married and divorced THREE times. Talking with her, spending some time with her, at first I couldn't really make sense of it. We were just friends at first, then it progressed from there, and we started seeing each other regularly and having genuinely really good times together. Then she randomly blew up the relationship for no reason and blocked me on social media. The reason, as far as I could gather, was something EXTREMELY trivial that isn't even worth getting into. It suddenly became clear why her life situation was what it was.
I say all this with zero satisfaction as this woman was so great in a variety of ways, and I felt like we genuinely "clicked" and were good for each other. The hard truth is that some people, even if they are overall good people, are just terrible at relationships, probably due to some unresolved trauma, but that's kind of a whole nother thread.
Personally, if I met someone who was 30+ who had either not had a relationship or who had a troubled relationship history, I would be very wary of proceeding forward with them.