Dating a Higher Up

Q: Hi, Love Jays!

How do you feel about dating co-workers, especially ones that are higher up than you? I’ve been flirting a lot with someone that I work with and it constantly feels like we are dancing around this line that we know we probably shouldn’t cross but want to. Any advice?

A: Dear Dating a Higher Up,

‘Tis the season for dating in the workplace!

I’ll get right to my thoughts and spare you of another long winded intro about the same topic we answered a few hours prior in a different post.

I’m definitely open to the idea of dating in the workplace and don’t think any less of those who use work as their primary feeding ground to pick up men or women. It’s easy and convenient; completely understand. On the flip side, I encourage people to exercise caution when deciding to date one of their co-workers, especially if they have a direct influence over you.

Say the two of you started dating, things go south, then he/she uses their position to make your job a nightmare. Would you be okay with such a consequence? It’s easy to overlook the negative outcomes when we’re blinded by our emotions.

Be honest with yourself. Do you enjoy working at your job? Can you see yourself here for many years? Are you willing to risk ruining a possible promotion? Does everyone know each other’s business? These are the types of questions you have to answer when deciding if the two you should start dating. If you weighed out the pros/cons and it feels like the right thing to do, go for it!

YOLO, right?

Sincerely,

Mr. J

A: Dear Should I Date My Co-Worker, 

To avoid being way to0 repetitive for one day, I will simply say “What Mr. J said.” 🙂 

Good Luck! 

Love, 

Miss J

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