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01 · Personal & Relational

Questions to Ask a Parent Before They Die

Questions for the time you have left with a dying parent, covering family history, the things that have gone unsaid, and the practical wishes worth writing down. Ordered so the easier questions come first and the hardest come late.

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

The questions

Open any question for the note

  1. Where did you grow up, and what do you still picture when you think of it?

    Why ask it

    A gentle place to start, and easier to answer than a question about feelings. Sensory detail comes back more reliably than dates, so let them describe rooms, smells and streets rather than correcting the chronology.

  2. What were you like at my age?

    Why ask it

    Puts you both on the same footing for a moment. Parents often reveal insecurities here that they hid while raising you, which reframes decisions you may have resented.

  3. Who in the family do you wish I had met?

    Why ask it

    Opens the generations behind you without requiring a family tree. Note who they choose, since the person they name is usually someone whose influence on them was never explained to you.

  4. How did you decide what to do for a living, and would you choose it again?

    Why ask it

    Most people of an older generation had far less choice than the question implies, and saying so is part of the answer. Expect ambivalence rather than a verdict.

  5. What was happening in your life the year I was born?

    Why ask it

    Anchors your own beginning in their circumstances: where they lived, what they were worried about, who helped. This is the context children almost never have.

  6. What do you remember about the first months of being a parent?

    Why ask it

    The honest answers include exhaustion and fear as often as joy. If you have children yourself, this is where the conversation tends to become mutual rather than one directional.

  7. Is there a story about our family you have never told me?

    Why ask it

    Broad enough to let them choose what they are ready to say. Some of what arrives here is difficult, so decide beforehand that you can receive it without needing to resolve it.

  8. What did you keep from your own parents, and what did you deliberately drop?

    Why ask it

    Separates inheritance from choice. Hearing what they decided not to repeat often explains the specific ways they raised you that made no sense at the time.

  9. What was the hardest year for you, and what got you through it?

    Why ask it

    Ask this once trust is established, not early. What they name as help, a person, work, faith, stubbornness, tells you what they actually rely on.

  10. What are you proud of that nobody ever thanked you for?

    Why ask it

    Most people have something specific, and it is rarely the thing the family celebrates. Asking gives them a chance to be recognized for it while they can hear it.

  11. What did you believe at thirty that you do not believe now?

    Why ask it

    Invites a real answer about change without requiring a confession. If they say nothing has changed, ask what they have become more certain about instead.

  12. Is there anyone you would want to speak to, or write to, while there is time?

    Why ask it

    A practical question disguised as a reflective one. Estranged siblings and old friends come up often, and someone in the family may be able to arrange the call.

  13. Is there anything you have wanted to say to me that has been hard to say?

    Why ask it

    Give this room and then be quiet. Whatever comes, an apology, a worry, a request, resist the urge to reassure it away before they have finished.

  14. Is there anything you want to hear from me?

    Why ask it

    The reverse of the previous question, and often the one that matters most to them. Some will ask to be told they were a good parent; decide in advance how you will answer honestly.

  15. What do you want me to stop worrying about?

    Why ask it

    Dying parents frequently carry anxiety about a particular child or an unresolved family matter. Naming it out loud sometimes lets them set it down.

  16. Have you written down what you want at the end, and where is it?

    Why ask it

    Ask plainly. You are looking for whether an advance directive, will, or funeral instruction exists and where the document physically is, not for a discussion of their wishes in the abstract.

  17. Is there something of yours you want a particular person to have?

    Why ask it

    Specific items cause more family conflict after a death than money does. Write down what they say, with the item and the name, and tell the rest of the family later.

  18. What would you like at your service, and what would you rather we skipped?

    Why ask it

    Many people have strong preferences and have never been asked. The things to skip are often more useful to know than the things to include.

  19. What should we do on your birthday next year?

    Why ask it

    Gives them a hand in what happens after, which some find comforting and others decline. If it lands badly, drop it, and do not raise it again.

  20. What do you want me to tell my children about you?

    Why ask it

    A good closing question, because it assumes continuation rather than ending. Write the answer down in their words that same day; paraphrases lose what makes it theirs.

Having these conversations

Practical guidance for the conversation itself

Pacing

  • Ask two or three questions in a sitting, not twenty. These conversations tire people quickly, and illness or medication shortens the window further.
  • Follow their energy rather than your list. If they are alert in the morning, use the morning, even if that is inconvenient for you.
  • Keep the practical questions and the emotional ones in separate visits where you can. Asking about a will in the same hour as asking about regret makes both harder.
  • Repeats are normal. If they tell you the same story three times, let them; the third telling sometimes contains a detail the first two did not.

Recording and writing things down

  • Ask before recording, and accept a no. A phone on the table changes how some people speak.
  • If recording is not welcome, write notes afterwards rather than during. Taking notes while a parent talks about dying tends to end the conversation.
  • Capture their exact words for the few things that matter most. Paraphrase loses the part you will want later.
  • Voice matters as much as content. A short recording of them saying anything at all, including something ordinary, is often what families end up valuing.

Practical matters

  • You need to know whether there is a will, an advance directive or living will, a healthcare proxy, and where the documents are. Those four facts prevent most of the avoidable difficulty later.
  • Ask about account access, insurance, and any subscription or bill in their name. Executors spend months reconstructing this when nobody asked.
  • If a sibling is involved, agree who asks the practical questions so your parent is not asked the same thing four times.
  • If your parent is under hospice or palliative care, the team there can help open these conversations and can tell you what to expect week to week.

If it does not go the way you hoped

  • Some parents will not talk about dying, and pressing them is not a kindness. Sitting with them without an agenda is a legitimate use of the time.
  • Dementia, delirium and heavy pain relief limit what is possible. Presence and touch still register when conversation does not.
  • Not everything gets said. People carry unfinished business after a parent dies whether or not they asked the right questions, and it can be worked through afterwards, including with a bereavement counselor.
  • Take care of yourself between visits. These conversations cost you something, and the cost usually arrives a day or two later.