Should you tell your manager bad news?

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It was a classic opportunity to give a heads-up to a manager for some questions about his department as a result of a “skip level” breakfast. Questions were asked, answered, about his operation and some additional questions were going to need to be asked later. Nothing out of the ordinary, just clarifications.

Seeing him in the hallway 30-minutes later, I related the conversation that had taken place at the breakfast and wanted him to know that he would get questions on the subject. And this wasn’t some passerby manager. No, this was my manager’s manager who I interacted with on a limited basis in the past.

A five minute conversation. You’d think the person would be grateful for getting the heads-up. You would think that a heads-up like this from a messenger would be greeted with some degree of thanks. For most people, it would. For this manager, you’d be (and I was) wrong.

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