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01 · Personal & Relational

Questions to Ask Parents About Parenting

Questions for asking friends, relatives, or colleagues who already have children what the job is actually like. Useful if you are expecting, thinking about it, or in the first year and looking for people who remember the details.

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

The questions

Open any question for the note

  1. What surprised you most in the first year?

    Why ask it

    Surprise is easier to answer honestly than advice, and it produces the unglamorous specifics: how long feeding takes, how little of the day is left, how loud a small person is. An answer about love at first sight is usually a way of skipping the question.

  2. What did you buy or set up that turned out to be pointless?

    Why ask it

    Every experienced parent has a list of unused equipment and enjoys handing it over. It is also the cheapest thing you can take from someone else's first year.

  3. What actually helped in those first few weeks?

    Why ask it

    Asking what helped rather than what people should do gets small, concrete answers: one person who did the laundry, a freezer of food, a neighbour who took the older child. Being told to sleep when the baby sleeps means they no longer remember.

  4. How did you divide the nights, and did that arrangement hold up?

    Why ask it

    Night duty is where resentment starts, so it is worth hearing how a real plan survived contact with a real baby. The useful part is what they changed once the first version failed.

  5. What advice did you get that you'd ignore if you were doing it again?

    Why ask it

    Inviting them to dismiss advice gets their actual position, which they tend to soften when asked directly. Note whether the advice they reject came from professionals or from relatives.

  6. What did you worry about that turned out not to matter?

    Why ask it

    Hindsight separates real problems from the ones that resolved themselves. Parents still in the middle of it often cannot answer this at all, which tells you where they are.

  7. What did the first year cost that you hadn't budgeted for?

    Why ask it

    The unbudgeted costs are usually childcare, lost income, and housing rather than equipment. Asking about the tightest month gets a more honest answer than asking for a yearly total.

  8. How did your friendships change?

    Why ask it

    Parenting advice rarely covers this and it hits most new parents hard. Listen for who stayed in touch and what those people did differently, because that is repeatable.

  9. What do you do about discipline now that you swore you'd never do?

    Why ask it

    Naming it gives you an honest account of how principles erode under exhaustion. It also shows which of their current habits they are uneasy about.

  10. How do you handle disagreeing about a decision in front of the kids?

    Why ask it

    The question is about the disagreement being visible, not about the disagreement. Answers range from never in front of them to deliberately letting children watch a resolution, and the reasoning matters more than the rule.

  11. What do you say no to so that family time survives?

    Why ask it

    Time with children is protected by refusals rather than intentions. Vague answers here usually mean the calendar is winning and they know it.

  12. How much do the grandparents do, and how did you set the terms?

    Why ask it

    Grandparent involvement is one of the most common sources of friction after money. Ask how the terms were set, because that is the part nobody plans and everybody improvises.

  13. What's your rule on screens, and how well does it actually hold?

    Why ask it

    The second half is where the honest answer lives. A rule described with no slippage whatsoever is either very new or not being enforced.

  14. What do you do when your child is upset and nothing you try is working?

    Why ask it

    This asks about the moments when technique runs out, which most parenting advice skips. Real answers involve lowering the stimulation, waiting it out, or swapping with the other adult, not cleverness.

  15. How did you decide about school, and would you decide the same way again?

    Why ask it

    School decisions get made with incomplete information and a deadline. The second half gets you the reasoning they now think was wrong, which is the part worth having.

  16. Is there a conversation with your kids you've been putting off?

    Why ask it

    Postponed conversations show what a parent finds hardest: death, money, a separation, their own past. Being asked is often a relief, because nobody else asks.

  17. How do you and your partner get any time alone?

    Why ask it

    Couples lose this first and notice last. Concrete answers name a night, a sitter, or a standing arrangement; abstract answers mean it has not happened in months.

  18. What part of parenting are you not good at?

    Why ask it

    Most parents get asked what they are proud of and never get asked this. Answers tend to name patience, play, or reading aloud, and how they compensate is the practical part.

  19. What do you think your kids will remember about this house?

    Why ask it

    Shifts the frame from performance to what children actually retain, which is usually a routine, a smell, or the mood of the place. It tends to change whatever they say next.

  20. What would you tell someone about to start?

    Why ask it

    A closing question that produces a summary rather than another anecdote. Compare it with what they said earlier about advice they now ignore.

Learning from Parents Who Are a Few Years Ahead

Practical guidance for the conversation itself

Who to ask, and when

Ask people two or three years ahead of you

Parents at the same stage compare notes; parents fifteen years ahead have forgotten the logistics entirely. The usable detail comes from people who did it recently enough to still remember the order things happened in.

Ask more than one household

Any single family's answers are shaped by their income, their hours, and their particular child. Three accounts show you which parts were actually choices and which were circumstances.

Not in front of their children

Questions about discipline, school, or what they would do differently are almost impossible to answer honestly with a seven year old in the room.

Ask about last week, not in general

General questions get parenting philosophy. Asking what happened at bedtime last night gets a description you can actually use.

Handling what you hear

Contradictory advice is the normal result

Two parents will tell you opposite things about sleep, and both will be accurately describing what worked for their child. Collect the reasoning rather than the verdicts.

Do not argue with their choices

Push back on their decisions about feeding, school, or screens and the conversation turns into a defence. You will not hear anything candid after that.

Be careful around fertility and loss

Questions about family size and timing can land on miscarriage, infertility, or a child who died. Ask plainly and let them decline without asking why.

Watch for the performance answer

Some parents reply as though they are being assessed. Asking what they find hardest, instead of what they recommend, usually resets the tone.

Questions to ask yourself afterwards

  • Which of their constraints do you share: working hours, help nearby, money, space?
  • Which piece of advice came up from people whose situations are nothing like each other's? That is the part worth taking seriously.
  • What did every one of them say they underestimated?
  • Whose household did you actually want to be in, and what were they doing that the others were not?