170 Questions to Ask Your Role Model

Curious about the secrets behind your role model’s success? There’s no better way to learn than straight from the source. A good question can spark a great conversation and offer you gems of wisdom. So, let’s get asking!

Career Path and Achievements

  1. How did you kickstart your career in this field?
  2. Was there a moment you considered a different career path? What changed your mind?
  3. Can you share a pivotal moment in your career that shaped your journey?
  4. How do you measure success in your career?
  5. What’s the most unexpected hurdle you’ve encountered in your career?
  6. How did you land your first major achievement?
  7. Who has been your biggest career influencer or mentor?
  8. What’s one opportunity you regret missing or turning down?
  9. What’s the best career decision you’ve ever made?
  10. Looking back, what would you do differently in your career?
  11. How do you stay updated and relevant in your industry?
  12. What was your biggest “failure,” and what did you learn from it?
  13. How do you set and achieve your career goals?
  14. Can you share an achievement you’re most proud of?
  15. What’s the best piece of career advice you’ve ever received?
  16. How do you approach risk-taking in your career?
  17. What skills do you think were most instrumental in reaching your current success?
  18. How do you handle criticism and feedback in your professional life?
  19. Have you ever felt imposter syndrome? How did you overcome it?
  20. What would you say to someone starting in your field?
  21. How do you navigate professional setbacks?
  22. Was there a specific project that significantly impacted your career? How?
  23. How do you celebrate your achievements?
  24. What role does collaboration play in your success?
  25. What’s one career goal you’re currently working towards?

Challenges and Overcoming Obstacles

  1. Can you share a significant challenge you faced in your life or career?
  2. How do you manage stress and pressure, especially in tough times?
  3. Was there ever a point you wanted to give up? What kept you going?
  4. How do you approach problem-solving during difficult situations?
  5. What’s the most valuable lesson you’ve learned from a failure?
  6. How do you reconnect with your purpose when things get tough?
  7. Have you ever faced criticism or doubt from others? How did you handle it?
  8. How do you keep a positive mindset amidst difficulties?
  9. Can you tell me about a time you took a big risk that paid off?
  10. How do you regain motivation after a setback?
  11. What strategies do you use to overcome obstacles?
  12. Is there a particular hurdle you’re glad you faced? Why?
  13. How do you balance perseverance with knowing when to pivot?
  14. What’s the toughest decision you’ve had to make in your career?
  15. How have your challenges shaped your approach to leadership?
  16. What role has mentorship played in overcoming obstacles?
  17. How do you stay resilient in the face of failure?
  18. In what ways have your struggles contributed to your success?
  19. How do you handle comparison and competition?
  20. What advice would you give someone facing a challenge similar to yours?
  21. How do you prioritize tasks during challenging periods?
  22. Can you share a personal or professional risk that didn’t work out as planned?
  23. How do you maintain confidence and self-belief during tough times?
  24. What resources have you found most helpful in overcoming challenges?
  25. What’s the biggest misconception people have about success?

Work-Life Balance and Personal Well-being

  1. How do you strike a balance between your professional and personal life?
  2. What’s your go-to method for unwinding after a stressful day?
  3. How do you prioritize your health and well-being with a busy schedule?
  4. Have you ever experienced burnout? If so, how did you overcome it?
  5. What hobbies or activities do you enjoy outside of work?
  6. How important is taking vacations to you, and how often do you take them?
  7. Can you share a daily habit that significantly improves your quality of life?
  8. How do you manage your time effectively, especially with multiple commitments?
  9. What role does physical exercise play in your routine?
  10. How do you deal with the pressure to always be “on” in today’s always-connected world?
  11. What’s one piece of advice you’d give to someone struggling with work-life balance?
  12. How do you set boundaries to ensure personal time and space?
  13. What strategies do you use to remain productive without overworking?
  14. How do you keep your energy levels up during a demanding week?
  15. What’s been the biggest challenge in maintaining a healthy work-life balance?
  16. How do you incorporate mindfulness or meditation into your routine?
  17. What impact has a balanced lifestyle had on your professional success?
  18. How do you handle work-related stress to avoid it spilling into your personal life?
  19. Do you have a morning or evening routine that helps set the tone for your day?
  20. How do you ensure you’re spending quality time with loved ones?
  21. Can you share an example of when you had to reassess your priorities?
  22. How do you motivate yourself to stay active and healthy?
  23. What’s your strategy for managing distractions and staying focused?
  24. How do you balance personal development with professional growth?
  25. How has your approach to work-life balance changed over the years?

Values and Ethics

  1. What core values guide your decisions and actions?
  2. How do you ensure your work aligns with your personal ethics?
  3. Can you share a time when your values were challenged, and how did you handle it?
  4. How do you practice accountability, both to yourself and others?
  5. What does integrity mean to you in a professional setting?
  6. How do you address ethical dilemmas in your work or industry?
  7. What’s the most important lesson you’ve learned about staying true to your values?
  8. How do you give back to the community or support causes you believe in?
  9. How do you foster a culture of ethics and integrity within your team or organization?
  10. What role does transparency play in your professional relationships?
  11. How do you handle conflicts of interest?
  12. What measures do you take to ensure inclusivity and diversity in your work environment?
  13. How have your values influenced your career path and choices?
  14. Can you give an example of a decision you made that was guided by your values?
  15. How do you balance profit and purpose in your work?
  16. What advice would you give to someone navigating ethical challenges?
  17. How do you stay committed to your values during adversity or pressure?
  18. How do you mentor others on the importance of ethics and values?
  19. How do you deal with situations where your values conflict with others?
  20. What impact do you hope to have through living by your values?
  21. How have your values evolved throughout your career?
  22. Can you discuss a time when sticking to your values led to a positive outcome?
  23. What steps do you take to consistently act according to your values?
  24. How do you hold yourself and others accountable to high ethical standards?
  25. What’s a value you wish was more prevalent in today’s society?

Influences and Inspiration

  1. Who has been the most influential person in your life and career?
  2. Can you name a book that has significantly impacted your perspective or approach?
  3. What event or turning point ignited your passion for your current path?
  4. Is there a particular quote or saying you live by or inspire you?
  5. How do you find inspiration during periods of low creativity or motivation?
  6. Who are your heroes in real life, and why do they inspire you?
  7. What piece of art (movie, music, painting, etc.) has profoundly touched you?
  8. How do you keep your inspiration fresh in a constantly evolving field?
  9. Was there an unexpected source that significantly influenced your journey?
  10. How do historical figures or past events shape your worldview and actions?
  11. What culture or country has inspired you deeply through its traditions or philosophy?
  12. How does nature or the environment influence your work and creativity?
  13. Who in your industry today do you admire most and why?
  14. How do you hope to inspire others through your work and achievements?
  15. What podcasts or online resources do you turn to for inspiration and insights?
  16. Can you share an instance where a seemingly random encounter left a lasting impact?
  17. How do family and personal relationships influence your career and aspirations?
  18. What societal changes do you hope to inspire or contribute to through your work?
  19. How do you incorporate elements of your inspirations into your day-to-day life?
  20. Is there a mentor or teacher who has played a vital role in shaping your thinking?
  21. How does giving back or volunteering inspire you in return?
  22. What innovation or invention do you find most inspiring in your field?
  23. How have your sources of inspiration evolved as you’ve progressed in your career?
  24. What advice would you give to someone seeking inspiration on their own path?
  25. How do you balance being inspired by others and forging your unique path?

Advice for Aspiring Individuals

  1. What is the most important advice you’d give to someone starting in your field?
  2. What skills do you believe are crucial for success in today’s world?
  3. Can you share a habit or practice that has been a game-changer for your productivity?
  4. What misconceptions about success would you like to debunk for beginners?
  5. How should someone approach finding a mentor in their field?
  6. What’s the importance of networking, and how can one do it effectively?
  7. In what way can failure be seen as a stepping stone rather than a setback?
  8. What role do continuous learning and self-improvement play in achieving one’s goals?
  9. How important is it to set boundaries, and what are some effective ways to enforce them?
  10. What’s your approach to risk-taking, and when do you consider a risk worth taking?
  11. How do you suggest one finds their passion or purpose if they feel lost?
  12. What practical steps can someone take to progress towards their career goals daily?
  13. What’s a common piece of advice you disagree with or think is overrated?
  14. How can someone effectively balance ambition with contentment?
  15. What’s been your mantra for staying focused and avoiding distractions?
  16. How can one make their work stand out in a competitive field?
  17. How can someone contribute to their industry or community in a meaningful way?
  18. What steps can someone take to become more innovative or creative?
  19. How can one effectively communicate their value or ideas in their workplace?
  20. In what ways can aspiring individuals prepare themselves for the future of their industry?

Future Goals and Projects

  1. What’s next on your horizon? Any exciting projects or goals you’re willing to share?
  2. How do you decide on a new project or direction to take in your career?
  3. Are there any unfulfilled ambitions or dreams you’re actively working towards?
  4. How do you plan to evolve or expand your current work or impact in the near future?
  5. Is there a particular challenge or milestone you’re aiming to conquer next?
  6. How do you stay driven and ambitious after achieving so much already?
  7. What long-term goal are you setting for yourself, and how are you approaching it?
  8. Can you share insights into any upcoming collaborations or partnerships?
  9. Is there a new skill or area of knowledge you’re eager to explore or master?
  10. How do you envision your field or industry changing, and how do you plan to adapt?
  11. Are there any passion projects you’ve put on hold but hope to revisit?
  12. What legacy do you wish to leave through your continued work?
  13. How do future trends or innovations play into your planning for upcoming projects?
  14. In what ways do you seek to inspire or mentor the next generation through your future endeavors?
  15. What societal issues or causes do you aim to address in your upcoming work?
  16. How do you balance continuing what you’re known for and venturing into new territories?
  17. What steps are you taking to ensure your upcoming projects make a significant impact?
  18. How do you measure success for your future goals or projects?
  19. Is there a specific area or topic you want to dive deeper into with your future work?
  20. How do you incorporate feedback or learnings from past projects into your future plans?
  21. Can you discuss any upcoming technologies or methodologies you’re excited to utilize?
  22. How do you prepare for the uncertainties or risks associated with new ventures or projects?
  23. What strategies do you employ to keep yourself focused on long-term objectives?
  24. Is there a dream project you’ve always wanted to undertake? What’s stopping you?
  25. How do you hope your work will evolve in five to ten years?

Frequently Asked Questions

How do I approach a role model to ask them questions?

It can feel a bit scary to ask someone you look up to for their time. Here are some steps that might make it easier:

Be polite and respectful: They are probably busy, so make sure you value their time.

Be clear: Tell them why you’re reaching out and what you hope to learn.

Offer something in return: Maybe you have a skill or insight that could be helpful to them, too!

Can I have more than one role model?

Absolutely! Different people can offer different types of wisdom and experience. You might have one role model for your career, another for personal development, and maybe even another who’s a superstar at balancing work and life. The more viewpoints you can learn from, the richer your path can become.

How do I identify the right role model for me?

Look for someone in a field or position you aspire to, with accomplishments you admire.

Seek out role models whose values, approach to work, and leadership style align with what you respect.

Aim for role models slightly ahead of you in their career so their experiences are relevant.

Having multiple role models with diverse strengths can provide a more well-rounded perspective.

Final Thoughts

Everyone’s path is different, but learning from someone you admire can be a game-changer. Don’t be shy—reach out and start asking. You never know where a good conversation might lead you!

How useful was this post?

Click on a star to rate it!

As you found this post useful...

Share it on social media!

We are sorry that this post was not useful for you!

Let us improve this post!

Tell us how we can improve this post?

Photo of author

Robby is a multimedia editor at UpJourney with a journalism and communications background.

When she's not working, Robby transforms into an introverted art lover who indulges in her love for sports, learning new things, and sipping her favorite soda. She also enjoys unwinding with feel-good movies, books, and video games. She's also a proud pet parent to her beloved dog, Dustin.