Executive Leadership & Coaching Assessment

This assessment serves as the foundation for executive coaching by evaluating leadership competencies, decision-making processes, risk mitigation strategies, and personality profiles. The responses will help tailor the coaching engagement over the next year.

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Executive Leadership Assessment

1. Describe a time when you successfully aligned your team with a long-term vision. What challenges did you encounter?

Leadership Competencies - Vision & Strategic Thinking

2. What criteria do you use to define success for your organization over the next five years?

Leadership Competencies - Vision & Strategic Thinking

3. How do you ensure your strategic decisions remain adaptable to shifting market dynamics?

Leadership Competencies - Vision & Strategic Thinking

4. On a scale from 1-5, rate your ability to anticipate future industry trends. Provide a rationale for your rating.

Leadership Competencies - Vision & Strategic Thinking

5. When making strategic decisions, which leadership framework do you rely on most? (e.g., Servant Leadership, Situational Leadership, Adaptive Leadership)

Leadership Competencies - Vision & Strategic Thinking

6. How do you tailor your communication approach when engaging with different stakeholders (e.g., employees, board members, clients)?

Leadership Competencies - Influence & Communication

7. Share an example of how you’ve used storytelling to drive engagement or inspire action within your organization.

Leadership Competencies - Influence & Communication

8. What do you consider your greatest strength in communication? What is an area where you’d like to improve?

Leadership Competencies - Influence & Communication

9. How frequently do you seek feedback on your communication style? What methods do you use?

Leadership Competencies - Influence & Communication

10. Using a scale of 1-5, rate your ability to persuade others without authority. What approach do you find most effective?

Leadership Competencies - Influence & Communication

Executive Leadership and Coaching Assessment

Executive Leadership Assessment

11. How do you handle feedback that challenges your perspective or decisions? Provide an example.

Leadership Competencies - Emotional Intelligence

12. What strategies do you use to manage stress and maintain resilience under pressure?

Leadership Competencies - Emotional Intelligence

13. How would your direct reports describe your emotional intelligence? Do you agree with their perception?

Leadership Competencies - Emotional Intelligence

14. Describe a time you had to manage conflict between two team members. What was your approach?

Leadership Competencies - Emotional Intelligence

15. What emotions most commonly drive your decision-making process?

Leadership Competencies - Emotional Intelligence

16. How do you balance delegating tasks while maintaining accountability?

Leadership Competencies - Execution & Accountability

17. What metrics do you use to measure execution effectiveness in your leadership role?

Leadership Competencies - Execution & Accountability

18. How do you ensure operational decisions align with your organization’s long-term goals?

Leadership Competencies - Execution & Accountability

19. Describe a situation where you had to take responsibility for a mistake and lead corrective action.

Leadership Competencies - Execution & Accountability

20. Rate your comfort level (1-5) with holding others accountable in difficult situations. What makes it challenging or easier for you?

Leadership Competencies - Execution & Accountability

Executive Leadership and Coaching Assessment

Executive Leadership Assessment

21. What framework do you use to prioritize tasks and strategic decisions? (e.g., Eisenhower Matrix, OODA Loop, Cynefin Framework)

Decision Making Process

22. How do you differentiate between urgent and important decisions?

Decision Making Process

23. What is your process for evaluating risk before making a high-stakes decision?

Decision Making Process

24. Have you ever faced a situation where rapid decision-making was required? How did you approach it?

Decision Making Process

25. How do you recognize when cognitive biases might be influencing your decisions?

Decision Making Process

26. Describe a situation where intuition played a role in your decision-making. Would you approach it differently now?

Decision Making Process

27. What sources of information do you rely on to make decisions?

Decision Making Process

28. If given conflicting data from trusted advisors, how do you determine which path to take?

Decision Making Process

29. When faced with uncertainty, what strategies help you stay grounded in your decision-making?

Decision Making Process

30. Rate your ability (1-5) to make decisions under pressure. What strategies help improve your confidence?

Decision Making Process

Executive Leadership and Coaching Assessment

Executive Leadership Assessment

31. How do you define your organization’s risk appetite

Risk Mitigation Strategies

32. What processes do you have in place for identifying potential risks before they escalate?

Risk Mitigation Strategies

33. Describe a time when risk mitigation played a crucial role in a project’s success.

Risk Mitigation Strategies

34. How do you approach worst-case scenario planning?

Risk Mitigation Strategies

35. What steps do you take when making a decision that involves reputational risk

Risk Mitigation Strategies

36. When navigating financial risk, how do you ensure data-driven decision-making?

Risk Mitigation Strategies

37. How do you respond when a calculated risk does not yield the expected result?

Risk Mitigation Strategies

38. What tools or methods do you use for crisis management?

Risk Mitigation Strategies

39. In a crisis, what role do communication and transparency play in your leadership?

Risk Mitigation Strategies

40. Rate your ability (1-5) to pivot quickly when risks materialize unexpectedly. What contributes to your effectiveness?

Risk Mitigation Strategies

Executive Leadership and Coaching Assessment

Executive Leadership Assessment

41. What leadership archetype do you most identify with? (Visionary, Strategist, Executor, Innovator, etc.)

Personality Profiles

42. How would you describe your leadership style in three words?

Personality Profiles

43. When faced with uncertainty, do you tend to be more analytical, intuitive, or adaptive?

Personality Profiles

44. Describe a professional situation that tested your ability to adapt and how you responded.

Personality Profiles

45. What role does emotional resilience play in your leadership style?

Personality Profiles

46. When leading a high-stakes initiative, how do you maintain motivation and clarity?

Personality Profiles

47. How do you perceive failure, and how has it shaped your leadership approach?

Personality Profiles

48. What learning method works best for you? (Workshops, self-study, mentorship, hands-on experience, etc.)

Personality Profiles

49. Describe how you typically navigate interpersonal challenges in leadership.

Personality Profiles

50. If you could improve one personality trait to enhance your leadership, what would it be and why?

Personality Profiles

Executive Leadership and Coaching Assessment

Thank you for your time and your feedback.

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