What do you think about broaching the dating topic delicately with someone I work with?

[Anonymous]

We have worked together since early COVID. I only see her on rare occasion because we don't live very close and we are mostly remote. I know she used to have a boyfriend, but she's been popping up on dating apps I use lately, so apparently she no longer does. I made a joke about a month ago that she was one of the first people to join a group that I created on an app.

This is not like a "professional" relationship. She hugs rather than shakes hands, when we talk it's very casually, although we don't talk a LOT necessarily. I think maybe the next time she asks me about something, I may just broach the subject asking her if she's had any luck on that app, and if it's no what if I'm like "you know, we could always plan something if you're up for it, but totally get it if you'd rather not."? Open to better ways to word that. Something where I sort of extend a branch, but it's not THAT bad if she doesn't take it. Thoughts? I realize it's playing with fire when it's someone you work with... but yeah.

[Static_In_The_Attic]

Some say you shouldn’t mix business with pleasure & in this case the same should apply. A one way street I thought this was however this street goes both ways. You came across her on the dating app & I guarantee she came across or will come across you on the dating app as well. Above you said the following. I know she used to have a boyfriend, but she's been popping up on dating apps I use lately, so apparently she no longer does. My brother from another mother it’s possible she still has a boyfriend although she is on dating apps. On the job be yourself & although you are playing with fire you may want to keep things business as usual & not make things weird for both of you.