15 Open-Ended Questions to Encourage Vulnerability

Use these questions to help your team members reflect on their work, share their passions, and explore their fears and past experiences, leading to deeper relationships, open communication, and a supportive work environment.


Explore Your Fears:

  1. What's something you're afraid to try, either professionally or personally, and why?
  2. What's a difficult conversation you've been avoiding, and why?
  3. What's a fear that's held you back in the past, and how have you worked to overcome it?
  4. What's something you're anxious about right now, and how do you manage that anxiety?

Share About Your Past:

  1. What's a decision you made in the past that you regret, and what did you learn from it?
  2. What's a pivotal moment in your life that shaped who you are today, and why?
  3. What's something you're grateful for that wouldn't be possible without a past struggle or challenge?
  4. What's something from your upbringing that informs your approach to work or relationships?

Reflect on Your Work:

  1. What's a project you've worked on that you're particularly proud of, and why?
  2. What's something you've learned about yourself through your work or interactions with the team?
  3. What's a goal you're working toward right now, and what challenges have you encountered in pursuing it?
  4. What's a personal value or belief that guides your work, and how has it influenced your decision-making?

Share Your Passions:

  1. What's something you're passionate about outside of work, and how does it inform your work?
  2. What's a hobby or interest you have that you're excited to explore more deeply in the coming months?
  3. What's a cause or issue that you feel strongly about, and why?

Reflect on Your Growth:

  1. What's a mistake you made recently, and what did you learn from it?
  2. What's a recent experience that's had a significant impact on you, and what did you take away from it?
  3. What's a skill or ability you're currently working to develop, and what progress have you made so far?
  4. What's something you're curious about right now, either related to your work or your personal life?


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