Love Letters: Is It Time To Cut My Losses?

Q.

Hi Meredith, I’ve been dating my boyfriend (who is a co-worker) for two years. For the most part, I was extremely happy with him and believed he was happy with me. However a few months ago he broke up with me. He claimed it was due to stress and his inability to deal properly with the end of his previous relationship.

I was completely blindsided and devastated by the breakup. He has subsequently apologized profusely and we are working things out. But I am extremely paranoid and insecure about our relationship now. I have a job in sales that requires a lot of travel. He is not a great communicator, doesn’t like making plans, and needs a lot of “alone time.” I find it very hard to trust him and I am constantly doubting his affections, what he is doing, and who he is with when I am away. I am struggling to determine how we can progress with our relationship.

These feelings of doubt and mistrust are making me miserable but I dread another breakup as I know I will be equally devastated. Should I just cut my losses with him and move on, or should I believe that he means it when he says he wants to be with me?

– Confused, Brookline

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A.

“He is not a great communicator, doesn’t like making plans, and needs a lot of ‘alone time.'”

Hmm.

Even if you forget about the temporary breakup, it’s hard to believe that you guys are a good match.

You’re on the road a lot, which means you need a significant other who’s great with plans and is psyched to see you. You need someone who attempts to communicate, especially when you’re away. Does your boyfriend want to be that guy? Does he understand what it takes? Forget about what happened a few months ago and think about whether you want the same things from your partnership right now.

Please know that another breakup would be devastating — but perhaps less devastating than it was the first time around. This ending would be up to you and you’d understand the reasons.

Readers? Should she cut her losses or stay?

– Meredith

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