my coworker keeps emailing our bosses about typos

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A reader writes:

How would you suggest dealing with the guy who literally emails every single higher-up he can every time he catches anyone making a typo? My boss now has to go into meetings with the big boss to account for us making typos.

Ironically, this dude is literally the worst at making typos in the entire office-about one out of every four things he sends us has incorrect information. He claims to “spot check” and blames it on the people who send them to him, but he has to retype his information and that’s all on him. He has a PhD and is higher up than us lowly clericals. Basically, we can’t yell at him to check himself (or even ask him to) or pull the same crap.

Also, he is not my boss’s direct report-he has another supervisor entirely who isn’t involved in this, to my knowledge. She has no control over what he does. He is cc’ing my boss (which is appropriate) and then her two bosses above her, who come down heavily on my boss because we have to be absolutely perfect. She’s defending us and keeping us out of the direct line of fire.

My boss is annoyed,

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