Like Neil Sedaka said, breaking up is hard to do. Whether you’re dating someone with low self-esteem or someone with a big fat ego, you may worry that dumping him will leave him shocked and devastated, with feelings of worthlessness or even serious depression. You want out, but you don’t want to hurt your partner! How do you break up with someone without harming his or her fragile self-esteem?
Be Decisive
If you aren’t right for the company you work for, would you rather be fired right away or have your bosses keep you on but constantly yell at you, withhold your paychecks, and maybe even divert your 401(k) to another employee?
If you're absolutely certain that you’re miserable in the relationship, don’t drag things out to the point where you’ve beaten your partner’s self-esteem into the ground. Make up your mind that breaking up is the right thing. Be polite but resolute that things need to stop here and now. It’s far better for the other person to have things end with a bang than with death by a thousand cuts.
Don't Make Weak Excuses
A lot of times, our exit strategy from a relationship is hard to explain in ways that aren’t hurtful. So we tell a big lie, often a variation of “It’s not you, it’s me.” Or we may say vague things we don’t really mean, like, “I just don’t want to date somebody my own age” or, “I need to take some time to think about my path in life,” because saying, “I’m sick of your laziness!” is just too honest.
There’s nothing wrong with being civil during a breakup or even omitting certain details that would be needlessly cruel. But if you make a weak excuse, something that’s not definitive, your ex might not believe the breakup is really final. He may think he can win you back by fixing something about himself, and expend even more self-destructive energy failing to win you over by changing his hairstyle and music collection. Or he may take your word that you’re “taking a break,” and then feel devastated when, after spending two weeks thinking about your paths in life, he spots you on a date with your tennis instructor.
If you’re breaking up and don’t want to crush the other person’s self-esteem, it’s best to say something firm, something that lets her know that it’s over because you’re incompatible. It’s okay to talk about the fundamental differences between the two of you: “You like to go out and I like to stay in” or, “I need somebody who thinks of her career the same way I do.” Let your partner know that you don’t believe this gap is something she will be able to bridge so that attempting to stay in more often or to get a new job is no longer an option. It’s too late, you’re leaving, but it’s not because she’s a terrible person. It’s just because you have different goals and needs.
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