It’s not a big deal, I promise
Not everyone will react well to this approach.
I have a lot of conversations with people that I find tedious, because as soon as I approach any personal topics, they take a hard left back into small talk. I work in customer service and I love what I do, but at the end of the day I want to have conversations that mean something. I have a hard time with ‘fine.’ I use it way too often.