How to Start

40 Questions to Ask Your Aging Parents Before It's Too Late

Two family members talking closely on a couch

Image: Jonathan Borba

The best questions to ask your aging parents are open ones about their childhood, how they became who they are, your family’s history, and what they’ve learned. Ask them now, while the answers are still sharp and the conversations are still possible. Below are forty questions, grouped by theme, to bring to your next visit with them.

There’s a particular grief that comes later, and it’s specific: realizing you never asked. You knew your parents your whole life, and somehow you never learned how they really met, or what your grandmother was like, or what your dad was afraid of at twenty-five. The questions felt like they could always wait. Then they couldn’t.

This list is for asking now. Not all forty in one sitting. Just a few, on a regular afternoon, with the recorder running quietly.

A note before you start: your parents’ stories are also your story. Where you come from is in here. So ask for yourself, too.

About their childhood and roots

  1. What’s your earliest memory?
  2. What was your childhood home like?
  3. What were your parents, my grandparents, actually like as people?
  4. What did your family struggle with when you were growing up?
  5. What’s a story about your grandparents you don’t want lost?
  6. What did you love to do as a kid?
  7. Who shaped you most when you were young?

About who they became

  1. What did you dream of being? Did it happen?
  2. What was your first job, and what did it teach you?
  3. What are you proudest of in your life?
  4. What’s the bravest thing you’ve ever done?
  5. What’s a risk you took that paid off, and one that didn’t?
  6. When did you feel most like yourself?
  7. Is there a road not taken you still think about?

About love and marriage

  1. How did you and Mom/Dad really meet?
  2. What did you think the first time you saw them?
  3. What’s the truth about staying married all these years?
  4. What was the hardest season your marriage came through?
  5. What do you wish you’d known about love when you were young?

About raising us

  1. What were you most afraid of as a new parent?
  2. What did you find hardest about raising me?
  3. What’s a moment as a parent you’d relive?
  4. What did your parents do that you swore you’d do differently?
  5. Is there something you’ve always wanted to tell me but never did?
  6. What do you hope I remember about you?

About family history and health

  1. Where did our family come from, and how did we end up here?
  2. Are there relatives or ancestors I should know about?
  3. Is there a family health history I should be aware of?
  4. What family traditions do you hope we keep?
  5. Where are the important papers and photos, and who’s in them?

About what they’ve learned

  1. What’s the best decision you ever made?
  2. What’s the hardest thing you’ve lived through, and how did you survive it?
  3. Who did you lose that you still miss?
  4. What did you worry about that turned out fine?
  5. What do you know now that you wish you’d known at my age?

The ones we forget to ask

  1. When have you been happiest?
  2. What are you most grateful for?
  3. Is there anything you’ve never told anyone that you’d want us to know?
  4. What do you want your grandchildren to know about you?
  5. What do you hope we do with all of this after you’re gone?

How to actually get the good answers

Don’t hand your dad this list and ask him to fill it out. That’s not how stories come.

Pick a calm afternoon, ask one question, and then be quiet long enough for him to really answer. Follow the tangents, because the tangent is usually the better story. And record it, even the wandering parts, so you’re not scrambling to remember later. For more on this, see our guide to interviewing an elderly relative without it feeling like an interview.

Frequently asked questions

What questions should I ask my aging parents? Ask open-ended ones about their childhood, how they met your other parent, your family’s history and health, the hardest things they’ve lived through, and what they’ve learned. The forty questions above are grouped by theme so you can start anywhere and go at your own pace.

When should I start asking my parents about their lives? Now, while their memories are sharp and the conversations are still easy. People most often regret the questions they waited too long to ask. You don’t need a special occasion, just a calm afternoon and a willingness to listen.

How do I get my parents to open up about the past? Keep it casual, ask one question at a time, and listen more than you talk. Old photographs are a great way in. Record the conversation quietly so it feels natural, and follow wherever their memories lead rather than sticking rigidly to a list.

Should I write down or record my parents’ answers? Record them. A phone voice memo captures details you’d never remember and preserves the sound of their voice, which becomes priceless later. You can always turn the recordings into written stories, or a book, down the road.


I’m Claire, a writer and personal historian on Florida’s Space Coast. If you’d rather have someone ask these questions for you, and turn the answers into a book your family keeps, that’s exactly what I do. Here’s how to reach me. Want the whole set in your hands at the table? Our Tell Me Your Story card kits put questions like these into a deck. Recording an older grandparent too? Here are fifty questions to ask them.

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Thinking about capturing your own family's story? See how legacy books work or start a conversation.