As we close out 2024, it’s the perfect time to reflect on the journey we’ve taken as entrepreneurs. From the highs to the lows, every challenge and success has shaped the path forward. To help you wrap up the year with clarity and motivation, we've compiled 24 questions to guide your reflections, insights, and plans for 2025.
Whether you’re celebrating your wins or learning from your setbacks, these questions will inspire growth, ambition, and help you start the new year with a fresh perspective.
Now, let's dive into the 24 questions every entrepreneur should reflect on before 2025:
Achievements & Highlights
1. Looking back at 2024, what would you say is your biggest achievement this year?
2. Can you share a milestone or breakthrough moment in your business that you’re particularly proud of?
3. What new skills or knowledge have you gained this year that have made the biggest difference in your entrepreneurial journey?
4. What’s one decision you made in 2024 that had a profound impact on your business or personal growth?
5. Were there any unexpected successes that surprised you this year?
Challenges & Overcoming Obstacles
6. What were the biggest challenges you faced this year in your business or personal life?
7. How did you overcome a major setback or failure this year?
8. What did you learn from your toughest moments in 2024?
9. Was there a moment this year when you thought about giving up, and how did you push through?
10. What challenges did you face when trying to balance business and personal life, and how did you navigate them?
Moments of Awareness & Personal Growth
11. Was there a pivotal moment of awareness or insight that changed the way you approach your work or life?
12. How did your mindset evolve over the course of the year?
13. Looking back, what personal habits or routines have had the most positive impact on your productivity or mindset?
14. How has being part of this entrepreneurial community helped your growth this year?
15. What did you discover about yourself as an entrepreneur this year that you didn’t know before?
Reflecting on the Year & Looking Forward
16. If you could summarize your 2024 journey in one word, what would it be and why?
17. What’s one thing you’re really grateful for in 2024?
18. What would you have done differently, if anything, and why?
19. What’s one piece of advice you would give your younger self at the start of 2024?
20. What’s the biggest lesson you’ve learned this year that you’re taking with you into 2025?
Motivation & Looking Toward 2025
21. What are your top goals for 2025, and how do you plan to achieve them?
22. What excites you the most about the upcoming year?
23. What personal growth or mindset shifts are you planning for 2025?
24. What will you do to keep up in 2025?
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