Share Your Wisdom: 110 Captivating Life Lessons Game Prompts

Andrew Ronald

Simirity Founder | Father of two

22nd May, 2025

In many areas of life, I feel far from an expert. Who am I to advise others when I’ve still got so much to figure out myself? But the truth is, we’ve all chalked up so many priceless life lessons over the years; we just struggle to realise and fully appreciate the journey we’ve been on. That’s why we’ve created this life lessons game—to help you uncover the wisdom you’ve gained, so you can share it with others.

In this post, you’ll find our life lessons game with 110 thought-provoking prompts to explore. You can browse the complete list to find ones that resonate with you or use our interactive spinner for randomly selected challenges. You’ll also see how to preserve these life lessons so your hard-earned wisdom can guide others when they need it most.

Jump to section:

• How the Life Lessons Game Works
• The Interactive Life Lessons Spinner
• All 110 Life Lessons Game Prompts
• How This Life Lessons Game Helps
• Preserving Your Life Lessons for Future Generations
• Conclusion: Your Life Lessons Matter

How the Life Lessons Game Works

Play alone or invite extended family members for deeper conversations that go beyond everyday small talk. While this isn’t designed as a lighthearted game for young children, older kids might enjoy listening in and absorbing valuable insights.

1. Spin the wheel – Use our interactive spinner below to randomly select a life lesson prompt.
2. Reflect – Take a moment to consider your experiences related to the prompt.
3. Share – Exchange your insights if playing with others, learning from each other’s journeys.
4. Preserve – this optional step ensures that your precious insights can help your family now and for future generations. Here’s our 8-step writing guide to preserving your life lessons.

There are no scores to keep or winners to declare. The joy comes from the anticipation of spinning the wheel, challenging yourself to reflect on your experiences, and engaging in the conversations that follow.

This game is perfect for catch-up calls with parents or siblings, giving you a natural way to explore topics beyond your usual conversations. Despite knowing them for years, you’ll be surprised how much you learn about them.

Playing remotely

Perfect for families separated by distance, this game transforms ordinary video calls into meaningful exchanges. In a video call using FaceTime, Google Meet or similar, share your screen so they can see the digital question wheel, or take turns selecting prompts verbally.

Simirity turns your life lessons into a lasting legacy

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The Interactive Life Lessons Spinner

The random nature of the wheel adds an exciting element of surprise to the life lesson discovery process. You might be asked to explore aspects of life you wouldn’t naturally choose—leading to unexpected discoveries.

Wheel of Quiz Questions

Spin the wheel for a random life lesson prompt to reflect upon and share.

Share this life lessons game with friends.

Simirity—Where life lessons from the past shape the future

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All 110 Life Lessons Game Prompts

Don’t fancy leaving it to chance? Browse our complete collection of 110 prompts to find the ones most relevant to your life experiences.

As you view the prompts, consider what advice your family and friends might be able to offer. They may have insights they could share that would help your family.

Wisdom & Perspective Prompts

1. What truly matters most in life?
2. What makes for a happy, fulfilling life?
3. What beliefs or principles have served you well throughout life?
4. What advice is most valuable for younger people?
5. How do you find meaning in ordinary days?
6. What small decisions have you made in life that had big consequences?
7. How can someone stay true to themselves and their values under pressure?
8. What traditional wisdom or cliche has proven to be accurate in your experience?
9. How have your priorities shifted over the course of your life?
10. What do you wish more young people would do or experience?
11. How can people better appreciate what they have?
12. What simple habits can improve quality of life?
13. What traditions do you think are worth preserving?
14. What quotes or books would you recommend?
15. What advice would you give for raising children in today’s world?
16. How is your experience of ageing?
17. What abilities or talents are worth developing regardless of career path?
18. How can people avoid harmful comparisons with others?
19. How has experiencing different cultures shaped your worldview?
20. What life hacks have saved you the most time or trouble?
21. What role should money play in a life well-lived?
22. How have spiritual or religious beliefs shaped your approach to life?
23. What makes a house feel like a true home?

Relationships & Connection Prompts

1. What strengthens family bonds across generations?
2. What makes a marriage happy and lasting?
3. What’s the secret to building strong friendships?
4. What social skills have proven most valuable in your life?
5. How can someone best support loved ones going through difficult times?
6. How might someone rebuild a relationship that’s grown distant?
7. What makes an apology meaningful?
8. What’s practical advice for resolving conflict between adults?
9. What’s effective for addressing conflict between children?
10. How can someone repair broken trust?
11. What do you wish more people understood about effective communication?
12. What’s been your approach to making difficult conversations more productive?
13. What helps maintain relationships across distance?
14. What have you learned from dealing with difficult people?
15. When have your first impressions been wrong?
16. How might someone find community in an increasingly isolated society?

Personal Growth Prompts

1. What skills have contributed most to your success in life?
2. How would you define genuine success?
3. What are the best methods for learning?
4. What’s your experience developing emotional intelligence?
5. What beliefs did you have when you were younger that you have since outgrown?
6. What strategies or habits promote personal growth?
7. What practice can help people understand themselves more clearly?
8. What advice would you give someone struggling to change an aspect of themselves?
9. What’s helpful advice for forgiving oneself?
10. How might someone navigate major changes in life?
11. How might someone overcome social anxiety or shyness?
12. How can people stay motivated through prolonged challenges?
13. What tips can you offer for lifelong learning?
14. What goals would you recommend young people aim for?
15. What practices simplify daily life?
16. What habits seem to create good fortune or “luck”?
17. What historical event or period has taught you the most about human nature?
18. What technology habits have improved your quality of life?
19. How might someone develop better time management skills?
20. What hobbies have brought you the most fulfilment and why?

Resilience & Overcoming Challenges Prompts

1. What lesson did you learn the hard way?
2. What experience changed your outlook on life?
3. What advice would you give for overcoming failure?
4. How do you find peace during chaotic times?
5. What might help with processing grief or loss?
6. How has failure ever been a blessing in disguise?
7. What helps people bounce back after setbacks?
8. How can people maintain hope during uncertainty?
9. What strategies help when feeling overwhelmed?
10. What helps rebuild confidence after it’s been shaken?
11. What’s good advice for coping with disappointment?
12. How might someone cope with things beyond their control?
13. What advice would you give for finding the courage to face fears?
14. What’s the best way to handle criticism?
15. What’s helpful advice for dealing with regret?
16. What personal practice helps you most during high-stress periods?
17. What advice would you give for handling significant health challenges?
18. How might someone cultivate more patience in their daily life?
19. How might someone rediscover passion or purpose after losing it?
20. What advice would you give someone facing repeated failures?
21. What advice would you offer a young person being bullied? 

Decision Making & Life Choices Prompts

1. When has following your intuition paid off unexpectedly?
2. How do you know if a risk is worth taking?
3. What’s the key to balancing ambition with contentment?
4. How can someone decide whether to quit or persevere?
5. What’s good advice for standing up for yourself or others?
6. How should people approach the toughest decisions?
7. When is it best to trust expert advice versus your own judgment?
8. What have you learned from any struggles you faced in life?
9. How do you decide which battles are worth fighting?
10. What framework helps most when facing ethical dilemmas?
11. How do you learn from bad decisions?
12. What strategies work when it comes to negotiating with others?

Health & Wellbeing Prompts

1. What mindset shift made the biggest difference in your overall well-being?
2. How has your understanding of happiness evolved over time?
3. What underappreciated habit contributes most to your well-being?
4. What advice would you give for maintaining physical fitness?
5. How has your relationship with your body changed over time?
6. What advice can you offer for healthy eating?
7. What’s your approach to balanced technology use in daily life?
8. How might someone improve the quality of their sleep?
9. How might people overcome addictions or harmful habits?
10. What’s your approach to adapting health practices as you grow older
11. What preventative health practices have proven most valuable?

Career & Financial Wellbeing Prompts

1. What helps overcome imposter syndrome?
2. Where can people find purpose beyond their career?
3. What creates a healthy work-life balance?
4. How might someone discover a fulfilling career path?
5. How might someone find meaning in work they don’t particularly enjoy?
6. What strategies lead to financial security?
7. What career mistakes offer the most valuable lessons?

Let Simirity preserve the wisdom that defines your family

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How This Life Lessons Game Helps

Playing the life lessons game provided my family with two unmissable benefits:

1. Improved family support and guidance: It takes something like this game to encourage families to open up about life’s challenges and how we’ve overcome them. The game makes something invisible—the hard-earned wisdom we’ve gathered through experience—suddenly visible and shareable. Family members, learning from your lessons, can avoid making the same mistakes. It’s like giving them a leg up in life—though there’ll still be plenty of time for them to make their own unique mistakes!
2. Genuine connection beyond small talk: Each prompt opens a door to authentic connection. We move beyond the typical “How was your day?” exchanges to reveal the experiences and insights that have truly shaped us. These conversations help us understand each other on a much deeper level.

I always feel fortunate when family conversations go beyond the usual updates about daily activities. Learning from others’ experiences is perhaps life’s most valuable shortcut to wisdom, and one of the most meaningful ways to connect with those you care about.

Preserving Your Life Lessons for Future Generations

Sharing these stories in the moment is powerful, but what happens to those insights over time? How can you ensure that the wisdom shared today remains accessible for years to come?

This is where Simirity comes in. Our family-focused app makes it easy to:

1. Record your responses to these prompts as written stories or audio recordings.
2. Share them privately with family members near and far.
3. Organise them thoughtfully so they’re easy to find and revisit.
4. Preserve them securely for current and future generations.

Social media encourages brief, public interactions that barely scratch the surface. Simirity is the opposite—a private space where families can share and preserve meaningful stories that become among their most treasured possessions.

Here’s how we compare to alternative solutions used by families.

Want to see an example of how families are actually preserving their lessons from life? Explore our demo account and envision how your family’s wisdom could be captured in stories for future generations.

Conclusion: Your Life Lessons Matter

In the modern world, staying close to family feels harder than ever. Distance, time zones, busy lives—it all gets in the way. But it’s not a complete loss; there are ways to break through the noise and have meaningful conversations with those you care about. Your experiences and the lessons you’ve learned aren’t just yours alone—they can be your family’s too! This life lessons game is here to help you get started.

You might think your struggles and successes are nothing special, but to your children, your parents, your siblings, and maybe one day your grandchildren—they are gold dust. Seriously… They’re the real-life insights, from someone they know, that no textbook or YouTuber can provide. And the best part? Sharing wisdom makes you feel closer together, even when you’re miles apart.

Don’t let your life lessons fade away. Explore these prompts today, and create a legacy of wisdom that strengthens your family for generations to come.

With Simirity, family stories become life’s greatest lessons

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