I really like this girl at work. She beautiful, single, intelligent, etc. Here’s the problem. She’s my boss. There’s nothing in the company regs that keeps employees from dating so that’s not an issue. What do I do?
She may feel uncomfortable because as your boss she is subject to the same rules regarding sexual harassment as a male boss. If you are comfortable, you could certainly start by asking her if she'd like to grab a bite of lunch or whatever. You will just have to see if she reciprocates. Since there are no company rules to violate, you just need to use good judgement in a VERY slow approach.