Sometimes, people around me say really terrible things about themselves. I mean, okay, we all do it, right? But sometimes people say them out loud, to me, in a way that I think is meant to be apologetic, but also seems to be seeking at least an implicit agreement. "I'm such an idiot!" you might say, after making a mistake, or "Wow, I'm a jerk,"
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So when I say I'm an idiot, it's not associated with bad pathways of never amounting to anything, It's somewhere between a self-monitoring system and a joke. And I think those are really useful things.
So I think the right response will depend on where someone falls in that space. If someone's seriously beating up on themselves, as a boss I think it can be useful to provide some reassurance as to their general worth as an employee. But I would find it really disconcerting if I got back a "don't be so hard on yourself" in reply to a tossed off "I'm such an idiot." I'd be tempted to respond "Don't worry, I'm massively arrogant! I'm just acknowledging that I am also forgetful."
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My own personal style is to acknowledge and move on. I'll usually respond with something like "don't sweat it, let's figure out how to..." I imagine that it helps the speaker to hear me respond directly but not dwell on it, and being positive- or forward-focused is usually something people can agree on, regardless of what they've done.
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