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01 · Personal & Relational

Questions to Ask Your Parents About Their Life

Questions for a recorded or written conversation with a parent about their childhood, work, marriage, choices and regrets, for adult children who want the story in the parent's own words while they can still tell it.

20 questions · each with a note on why · conversation guide

The questions

Open any question for the note

  1. What was the house you grew up in like, room by room?

    Why ask it

    Walking through a place gives an older memory something to hold on to, so this often produces more detail than asking what their childhood was like. Names of neighbours, smells and street layouts arrive with it.

  2. What were your parents actually like, day to day?

    Why ask it

    Grandparents tend to survive as a few fixed anecdotes. Asking about ordinary days gets past the anecdotes to temper, habits and how the household ran, which is usually where family patterns become visible.

  3. What did your family have to worry about when you were young?

    Why ask it

    Money, illness, work, war or a move: the pressures behind a childhood explain decisions your parent made later. Some of this may never have been said in front of children, including you.

  4. What did you want to be, and what happened to that plan?

    Why ask it

    The gap between the plan and the life is where you learn what was chosen and what was simply not available. Listen for whether the change was a decision, an accident, or someone else's requirement.

  5. How did you two meet, and what did you honestly think of each other at first?

    Why ask it

    Asking for the honest first impression gets you past the polished version that gets retold at anniversaries. If your parents are both present, ask them separately; the accounts rarely match.

  6. What was the first year of your marriage like?

    Why ask it

    First years contain the money, the in-laws and the adjusting, which is the part usually left out of family history. It also tends to be the point at which a parent starts talking to you as an adult.

  7. What was it like when I was born, and what surprised you about having a child?

    Why ask it

    You get your own beginning as they experienced it, including the fear and the exhaustion. The surprises are more revealing than the joy, because they show what they had expected parenthood to be.

  8. What kind of parent did you think you would be, and where were you wrong?

    Why ask it

    This invites an honest reckoning without accusing them of anything. Some parents will use it to say something they have wanted to say for years, and it is worth staying quiet when they do.

  9. What was the hardest decision you ever had to make?

    Why ask it

    Hard decisions carry the values that were actually in play, as opposed to the ones people list when asked about values. Ask who they consulted, since that tells you who they trusted.

  10. Was there a time your life nearly went a completely different way?

    Why ask it

    Near misses, a job not taken, a city not moved to, a relationship ended, are often the stories nobody in the family knows. They also tend to be the ones a parent most enjoys telling.

  11. What was the happiest stretch of your life, and did you know it at the time?

    Why ask it

    The second half is the real question. It usually produces a comment about noticing things too late, which is the closest most parents come to giving direct advice.

  12. What were you going through that we, as children, did not know about?

    Why ask it

    Expect something significant: a job loss, a diagnosis, a marriage in trouble, a debt. Ask what they were doing to keep it from you rather than pressing for the details all at once.

  13. Who were you closest to outside the family, and what happened to them?

    Why ask it

    Friendships get lost from family history entirely, and a parent's oldest friend often knows a version of them you have never met. This is also a practical question if you are trying to trace people later.

  14. What did you believe strongly at thirty that you no longer believe?

    Why ask it

    Naming an age stops the answer becoming a general statement about times changing. Their answer shows whether they see themselves as having changed, which affects how they hear everything else you ask.

  15. What do you regret, and would you actually change it?

    Why ask it

    Adding the second half makes the question answerable, because most people regret something they would not undo. Do not follow it with reassurance; let them finish the thought.

  16. What are you proudest of that has nothing to do with us?

    Why ask it

    Parents default to their children when asked about pride, which hides most of a life. This question is often the one that gets you their work, their volunteering or something they built alone.

  17. What do you still want to do?

    Why ask it

    It treats the future as still open, which matters to people who are used to being asked only about the past. The answer is sometimes small enough that you can help with it this year.

  18. Which of your habits or traditions would you like us to keep going?

    Why ask it

    Asking them to choose is more useful than promising to keep everything, and it turns a sentimental question into an instruction you can follow. Write down the specifics, including recipes and who else knows them.

  19. What should I know about our family that nobody has written down?

    Why ask it

    Illnesses that run in the family, an adoption, a name that was changed, where people are buried: the practical family record often exists only in one person's head. Ask who else could confirm each part.

  20. Is there something you have always wanted to tell me and have not?

    Why ask it

    Leave this until last, and leave a long silence after it. Sometimes the answer is nothing, and sometimes it is the reason the whole conversation was worth having.

Recording a parent's story

Practical guidance for the conversation itself

How to capture it

Ask permission, then use a phone voice memo

A phone on the table between you is less intrusive than a camera and gets used more often. Say plainly what the recording is for and who will hear it.

Name the file properly, straight away

Date, who is speaking and the topic. Unlabelled recordings are the single most common way these conversations get lost, and a copy stored somewhere other than your phone is worth the two minutes.

Two or three questions a visit

An hour of talk on one childhood produces more than a run through twenty questions. It also means the recordings are short enough that someone will actually listen to them later.

Put photographs and documents on the table

A photograph produces names, dates and stories that direct questions do not reach. Write the names on the back while they are telling you, since that information disappears with them.

When they deflect or repeat themselves

  • If you get the same polished anecdote again, ask for something adjacent: what the room smelled like, who else was there, what happened the next day.
  • A refusal is information. Note the topic, move on, and try once more months later rather than pressing in the moment.
  • Yes or no answers usually mean the question was too big. Swap it for a smaller one about a single day or a single object.
  • If memory is unreliable, sensory and routine questions hold up better than dates and sequences.
  • Interview each parent separately at least once. In the same room, one of them will defer to the other's version.

Common pitfalls

Correcting their version

You may remember an event differently, or know a date is wrong. Let the recording stand as their account and add your note separately, because arguing about accuracy usually ends the storytelling for that day.

Filling every silence

The pause before a difficult answer is the answer arriving. Count to five before you speak again.

Turning the interview into a settlement

If you are hoping for an apology, say so directly on another occasion. Mixing the two means you get neither the history nor the conversation you wanted.

Waiting for a better time

Health and memory do not give notice. A short recording made this month is worth more than the thorough project you plan for next year.