Creating a lasting legacy isn’t about what you leave behind — it’s about who you reveal yourself to be
Three weeks ago, I sat across from Sarah, a mother of two, as she held her father’s old briefcase. Inside were business cards, receipts, and tax documents spanning thirty years. But nowhere in that collection of his “important papers” could she find what she was really looking for: him.
“I don’t know what made him laugh,” she whispered. “I don’t know what his dreams were when he was my age, or what he worried about as a father. I have all his financial records, but I don’t have his heart.”
Sarah’s story isn’t unique. It’s the story of countless families who diligently organize their material affairs while leaving their emotional legacy to chance.
What Your Children Really Want to Inherit
Your children don’t need another photo of what you had for dinner. They need to know what kept you up at night. They don’t need to see another vacation snapshot. They need to understand what gave your life meaning.
The questions below aren’t just conversation starters — they’re legacy builders. Each one opens a window into who you are beyond your daily roles, revealing the person your family may never have thought to ask about.
12 Essential Legacy Questions Every Parent Must Answer
Question 1: What did you dream of becoming when you were your child’s age?
This isn’t about career aspirations alone. Maybe you dreamed of being brave, or kind, or making a difference. Share the vision you had for your life and how it evolved. Your children need to know you once stood where they stand now, full of hopes and possibilities.
Question 2: What’s the hardest decision you’ve ever had to make, and how did you make it?
Life is full of impossible choices. By sharing your decision-making (aff) process during difficult times, you’re giving your children a roadmap for their own tough moments. Include what you considered, who you talked to, and what ultimately guided your choice.
Question 3: Describe a moment when you felt most like yourself.
We spend so much time in roles — parent, employee, spouse — that we sometimes forget who we are underneath. This question helps your family see your authentic self and gives them permission to honor their own true nature.
Question 4: What’s something you wish you had been braver about?
Regret isn’t about dwelling on the past — it’s about learning from it. When you share what you wish you’d done differently, you give your children insight into what courage looks like and permission to take risks you were afraid to take.
Question 5: Tell about someone who changed your life by believing in you.
These stories reveal what support looks like and reminds your family about the power of encouragement. Include specific details about what this person said or did, and how it affected your path forward.
Question 6: What do you hope your children remember most about their childhood?
This question captures your parenting intentions and helps your children understand what you valued during their growing years. It also gives them context for their own memories and experiences.
Question 7: What’s a challenge you faced that made you stronger?
Resilience is learned, not inherited. By sharing how you overcame difficulties, you’re teaching your children that struggle is part of growth and that they have the strength to handle whatever comes their way.
Question 8: What do you wish people understood about you that they don’t?
We all have depths that others don’t see. This question invites vulnerability and helps your family understand the complexity of who you are beyond what they observe daily.
Question 9: What values do you hope your children pass on to their children?
This isn’t about preaching — it’s about clarifying what matters most to you and why. Include stories that illustrate these values in action, showing rather than just telling.
Question 10: What’s the most important thing you’ve learned about love?
Love takes many forms — romantic, parental, friendship, self-love. Share what you’ve discovered about how love works, how it grows, and how it heals. This wisdom becomes a foundation for all their future relationships.
Question 11: If you could give your younger self one piece of advice, what would it be?
This question combines wisdom with hindsight. Your answer reveals both what you’ve learned and what you wish you’d known sooner — insights that can save your children from similar struggles.
Question 12: What do you want to be remembered for beyond your accomplishments?
Achievements fade, but character endures. This final question helps you articulate the legacy you want to leave in hearts rather than résumés.
Why These Conversations Can’t Wait
Every day, families lose the opportunity to ask these questions. Not because of tragedy, but because of assumption — the assumption that there will always be more time, more chances, more ordinary moments to finally have these extraordinary conversations.
But here’s what grief counselors and hospital chaplains know: the families who navigate loss with the most peace are the ones who had these conversations before they had to.
Starting Your Legacy Story Today
You don’t need perfect answers to these questions. Your children don’t need profound wisdom — they need your honest truth, shared with love.
Here’s how to begin:
- Choose one question that resonates with you
- Set aside 15 minutes of uninterrupted time
- Write (or record) your response as if you’re talking directly to your children
- Don’t overthink it — let your heart guide your words
The Gift That Keeps Growing
When you answer these questions, you’re not just creating memories — you’re strengthening relationships. Adult children report feeling closer to parents who share their stories. Spouses discover new depths in partners they thought they knew completely. Grandchildren gain heroes in grandparents they barely knew.
Your legacy isn’t what you achieve — it’s who you reveal yourself to be.
Take the Next Step
These 12 questions are powerful, but they’re just the beginning. A complete legacy story requires more depth, more time, and more intentional reflection.
That’s why we created “Should Tomorrow Never Come: Legacy Edition” — a comprehensive guided journal with over 160 carefully crafted prompts designed to help you document every aspect of your story. From childhood memories to life lessons, from relationship wisdom to personal dreams, this journal ensures nothing important gets left unsaid.
Ready to create your complete legacy story?
Explore the Legacy Journal Edition →
Available in beautiful hardcover and convenient digital formats. Because your story deserves to be told, and your family deserves to know the real you. Additionally you can buy the Legacy Journal for families on Amazon or choose a different legacy journal format here.
Which question will you answer first? Your legacy starts with a single story, shared with love.
