She possibly doesn’t bring your issues up or asks you about them because she doesn’t know if you want to talk about those issues. If you want to discuss your issues, you should bring them up. It doesn’t matter if she isn’t a therapist, you can still discuss want you want to discuss.

I think guessing why she isn’t bringing stuff up might be pointless. We can’t possibly guess what’s on people’s minds. You could either bring up your issues or ask her why she isn’t bringing up your issues. I’d not spend energy guessing.

PS it could also be that she knows you have difficulty connecting with other people and what she’s trying to by having casual chit chats and telling you about herself is modeling how people interact and form connections. So perhaps she’s working on your issues without directly naming your issues. Even if she isn’t a therapist per se, she is a professional trained to work and talk with people.

In the past you never found therapy helpful so maybe she is offering something else that might be helpful. You said you like her and are enjoying her company and it’s more than you ever said about anyone else