Asking permission can be as simple as asking a question like: Do you have 20 minutes to talk about X? If the answer is yes, then you can move on to those magical 19 words.
If the answer is no, then ask when a good time to talk about X is and schedule a time on the calendar. Asking for permission allows the person to prepare mentally for receiving feedback, making the conversation more likely to lead to actionable results.
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"Based on our conversation about X, we decided to do Y. The next step is Z. Agreed? If yes, I'll do it right away."
Instead of asking yourself, “Will I need this some day?” consider the alternative question: “Is this stuff affecting the organized life I want?” If the answer — the honest answer — is yes, it’s time to let it go.
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