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1. Put yourself in her shoes.
Do you what your boss does all day? Familiarizing yourself with her goals and tasks can help you appreciate how and when to bring up certain subjects. For example, if you know there's a management meeting every Tuesday morning, perhaps pick another time to bring up a difficult topic.
2. Ask how and when he'd like to communicate.
Maybe you prefer to speak in person, but your boss wants things documented, or you like to respect people's evenings off, but she wants to know about issues right away -- even if it means a late-night phone call. Talking about this ahead of time will help you avoid assumptions about the best ways to convey information.
3. Be clear about what you want and need.
"Are you just giving your boss a heads-up of something she should be aware of? Or asking for approval for something? Or seeking input?" asks Alison Green of Ask a Manager. "Clearly state what outcome you're hoping for, so that she knows precisely what you're looking for from her."
The bottom line is that it's important to be willing to adapt. If you give your boss the benefit of the doubt, and make a concerted effort to improve communication, you'll be in a much better place at work and a lot happier in general.
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