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Coaching Questions

Updated: Nov 15, 2023

Here are a few questions to help you understand what might be in someone’s way during a one-on-one without instilling fear, even if they say everything is fine:

1. Live in the future for a moment. What’s something you wish you would’ve asked me today when reflecting on this conversation 3 months from now?

2. Imagine you just put in your 2-week notice a year from now. Why’d you decide to leave?

3. If you could have me as a fly on the wall in any part of your day, what would you choose? Why?

4. If you could learn anything in a day, what would it be? Why?

5. Would yourself when you started your career here be proud of you now? Why or why not?

Try out a few. You’ll be surprised in what you hear!

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