If you're even remotely interested, you'll need to seriously consider all the potential downsides of going out with your boss, including how okay you are with how other colleagues might react and treat you, Kerr says."Will you be comfortable with the potential gossip that might arise?Do you feel both parties will be able to keep it strictly professional and not let it affect your work?If everyone in the company receives a motivational mug on Valentine's Day that says, "We love our employees" embedded in a big read heart, that's wonderful.But it is not so endearing if your flirtatious boss secretly places Sweetheart candies on your desk, says Taylor."There are so many pitfalls to dating the boss, including jealousy and perceived favoritism from colleagues, potential ethical violations, and the unintended and negative consequences that might happen if the relationship heads south." According to a Vault survey, 16% of those who have had a romance at work have dated a supervisor — but most of those relationships don't work out.Another study from Career Builder found that only a third of office romances end in marriage.
Again, if this makes you uncomfortable, you should tell someone.
If you're unhappy or angry about the situation, "Carefully observe how the boss treats other colleagues before leaping to any conclusions," says Kerr.
"They may be a very effusive, gregarious person who simply behaves that way with everyone because they're a people pleaser.
"It may be difficult to discern if your manager is just as encouraging with everyone.
But when your job outlook seems suspiciously rosy, take pause ...