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7 Big Coaching Questions

To Ask Yourself Before January 1st

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Leadership Self-Reflection Framework

Annual Review Questions for Leaders

These seven questions are designed for personal reflection, helping leaders assess their year, clarify their vision, and prepare for what's next. Unlike team coaching questions, these are for YOU to answer about YOUR leadership journey.

Why Self-Reflection Matters

Leaders who regularly reflect on their performance, goals, and growth outperform those who don't. Year-end is the perfect time to step back, assess where you are, and intentionally design where you're going. These seven questions provide a structured framework for that reflection.

The Seven Questions for Leaders

1

What Do You Want?

Purpose: Clarify your goals and aspirations for the coming year. What does success look like for you personally and professionally?

2

What Are You Proud Of?

Purpose: Recognize your achievements and wins from the past year. Celebrating progress builds confidence and momentum.

3

What Is Your Strategy?

Purpose: Define your approach. How will you achieve what you want? What's your theory of how to win?

4

What's Your Priority?

Purpose: Focus your efforts. If you could only accomplish one thing next year, what would have the biggest impact?

5

What Help Do You Need?

Purpose: Identify support required. No leader succeeds alone. What resources, people, or skills do you need?

6

What Will You Say No To?

Purpose: Create focus through elimination. What distractions, commitments, or habits will you stop to make room for priorities?

7

What Did You Learn?

Purpose: Extract wisdom from experience. What lessons from this year will you carry forward?

Pro Tips for Self-Reflection

How This Differs from Team Coaching

These questions are for your own reflection, not for coaching others. For coaching team members in conversations, see the 10-Minute Coaching Session which provides questions designed to help others think through their challenges.

7 Big Coaching Questions 10-Minute Coaching Session
For self-reflection For coaching others
Annual/quarterly review Ongoing conversations
Strategic and big-picture Tactical and immediate
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Key Takeaway

The best leaders are intentional about their own development. Use these questions annually to assess where you are, celebrate your progress, and design your path forward. Self-aware leaders build stronger teams and achieve better results.

📚 Further Reading