Relationship with your boss dating

Hmmm, I’ve been a manager for a long time, and that would be how I would describe A LOT of my employees.

In fact, I would even use stronger words to describe my relationship with some past employees – words like close, supportive, caring, trusting, warm, fun, and respectful.

Believe me, this isn’t just a question brand new managers struggle with (and most of them do).

It’s an issue a lot of experienced managers are questioned about as well, and many of them don’t think it’s a problem at all.

(Of course, if he cheated on you with another woman and started dating her right after you broke up, it might be more serious than a rebound.) Other than that situation, the easy rule of thumb is that the longer he waited, the less likely it is to be a rebound relationship.

It’s more likely to be real if he waited a few months before dating again, as opposed to a few days or weeks.

If you see an employee as a “friend”, you’ll have expectations of that employee that are unrealistic or inappropriate for an employee.

“Well gee, a friend would never do that, or should do that, or should tell me everything, etc…”5.

We laughed, we cried, and we fought – just like friends, right?

They might even find your “advances” to be creating a hostile work environment, and again, exposing yourself and your company to that old lawsuit thing.

How could he be ready for something new so quickly? The common wisdom here says he’s in a “rebound relationship” – and it’s common because it’s usually correct.

If it’s only been a week or two and he’s already jumped headfirst into a new relationship – chances are it’s a rebound relationship.

Nobody moves on and finds someone new that quickly.

Leave a Reply