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Feel free to pick and choose your favorite questions from each section.  Don’t do too much at once. Do this over a couple of weeks.  

Reflecting on Achievements 

  1. What were the top three accomplishments of your organization this year? 
  1. What new initiatives or programs were launched, and what impact did they have? 
  1. How did you feel about these achievements? 
  1. Which moments made you feel most proud and connected to your mission? 
  1. What lessons did you learn from these successes? 
  1. How did your personal leadership contribute to these accomplishments? 
  1. What strategies will you use to build on these successes next year? 
  1. What new goals will you set to continue this momentum? 

Overcoming Challenges 

  1. What were the biggest challenges your organization faced this year? 
  1. How did these challenges impact your organization’s operations? 
  1. How did you feel when facing these challenges? 
  1. What emotions did you experience during the most difficult times? 
  1. What did you learn from overcoming these obstacles? 
  1. How did these experiences shape your leadership style? 
  1. What strategies will you implement to better handle similar challenges in the future? 
  1. How will you support your team in overcoming obstacles? 

Personal Growth and Leadership 

  1. In what ways have you grown as a leader this year? 
  1. What new skills or knowledge did you acquire? 
  1. How did these developments make you feel about your leadership journey? 
  1. What feedback from your team influenced your growth the most? 
  1. What personal habits or routines contributed to your leadership development? 
  1. How have your experiences this year changed your perspective on leadership? 
  1. What personal development goals will you set for the coming year? 
  1. How will you continue to evolve as a leader? 

Community and Stakeholder Engagement 

  1. How did your organization strengthen its relationships with the community and stakeholders this year? 
  1. What feedback did you receive from your beneficiaries? 
  1. How did these interactions make you feel? 
  1. Which stories or feedback from the community touched you the most? 
  1. What did you learn from your engagement with the community and stakeholders? 
  1. How did these relationships enrich your personal and professional life? 
  1. What strategies will you use to enhance community and stakeholder engagement next year? 
  1. How will you measure the impact of these relationships? 

Looking Ahead 

  1. What are your top priorities for the coming year? 
  1. What goals do you have for your organization and your team? 
  1. How do you feel about the upcoming year and the goals you’ve set? 
  1. What excites you the most about the future? 
  1. How do your personal values align with your professional goals? 
  1. What potential challenges do you foresee, and how will you address them? 
  1. What strategies will you use to achieve your goals? 
  1. How will you balance your personal well-being with your professional responsibilities?