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What's the most difficult conversation to have with your manager?
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Re: What's the most difficult conversation to have with your manager?
#2"This is pointless work but your boss [e.g. the manager's boss] thinks it is important"
Re: What's the most difficult conversation to have with your manager?
#3"I've made a technical decision you disagree with. I know what I'm doing, and you're confused. I won't be doing it your way."