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How do I tell my soon to be ex-boss to call me if he wants to, without being rejected?

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Question - (25 May 2010) 2 Answers - (Newest, 2 June 2010)
A female United States age 41-50, anonymous writes:

I have had a huge crush on my boss dispite the fact that we have gotten in to some heated discussions on the way the company is running. Some so heated that I really don't know why he didn't fire me. Lately we have been getting along, but he has no idea that I like him like that. I am giving my two weeks and I just want some advise on how to tactfully let him know that if he wants go hang out some time to call me. I don't want to go through that very likely chance of rejection but I don't want to be thinking what if. How do I bring this up on my way out so that I will not be rejected on the spot if he is not interested?

View related questions: crush, crush on my boss, my boss

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A reader, anonymous, writes (2 June 2010):

I am in a similiar position to you. I like my boss too and I have also handed in my resignation. I like the comment West 1000 gave as I feel we need to maintain a link. I am trying to think how best to do this. My bosses body language is a dead give a way so I may be in for a chance but I feel that he is so high and powerful that he may not consider me.

Keep us updated.

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A female reader, YouWish United States +, writes (26 May 2010):

YouWish agony auntWell, I am assuming that both you and your boss are single and ininvolved with anyone else, so there's no cheating or affairs happening here.

I guess there's no way to tell him you like him without the possibility of rejection. You're doing it the right way by quitting before asking him out. It would be beyond awkward to stay there if he doesn't return your affections.

I guess, the best way is just to do it and risk rejection. The only way isto bite the bullet and ask him out to coffee sometime. No huge declaration of your feelings for him, just a start and your foot in the door. It's possible that he's never allowed himself to feel that way for you since you were his employee.

Just keep it light to start with! Hope this helps!

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