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02 · Social & Fun

Thanksgiving Questions to Ask

Questions for a Thanksgiving table with mixed ages and mixed opinions. They start with food and easy stories, move through the year everyone has had, and end on what people want to carry into the next one.

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

The questions

Open any question for the note

  1. What is on your plate that you would happily eat all year round?

    Why ask it

    An opener nobody can fail, which matters when half the table has just met. It also flushes out the dish someone has been quietly making because they think it is expected of them.

  2. Who taught you to cook the thing you make best?

    Why ask it

    Turns cooking into lineage, and often reaches a grandparent or a neighbour who has not been mentioned in years. Works well with people who dislike talking about themselves, since the subject is someone else.

  3. What is the strangest thing that has ever happened at one of these gatherings?

    Why ask it

    The family disaster story is safe territory because everyone already knows the ending. Watch that the version told is one the person at the centre of it finds funny too.

  4. What are you thankful for this year that you would not have predicted?

    Why ask it

    The predicted version of this question gets predicted answers. Asking for the surprise pushes past health and family toward something specific: a new neighbour, a job that fell through and turned out well.

  5. What made you laugh until you could not breathe this year?

    Why ask it

    Almost always produces a story rather than a sentence, which is what you want early in a meal. If someone genuinely cannot think of anything, that is worth noticing quietly rather than pressing.

  6. What did you try for the first time this year?

    Why ask it

    Deliberately open to include a food, a route, a piece of software, or a hospital appointment. Older guests often have the best answers here and are rarely asked.

  7. What was the best ordinary day of your year?

    Why ask it

    Ruling out weddings and holidays forces a real memory. Answers tend to be oddly specific, and they tell you more about what a person actually enjoys than any big-event answer would.

  8. What has someone done for you this year that you never properly thanked them for?

    Why ask it

    Occasionally the person is at the table, which is the best possible outcome. Give people a moment before answering, since the honest response usually takes a few seconds to surface.

  9. What are you glad you said no to?

    Why ask it

    A rarer angle than achievements, and easier for anyone who has had a flat year. Answers often involve a job, a move, or a commitment that would have swallowed the year.

  10. What are you working on that you have not told many people about?

    Why ask it

    Gives permission to mention the half-finished thing. Say plainly that nobody has to answer, because for some people the answer is a health matter or a job application they do not want discussed.

  11. What is a tradition from your childhood that we have let slip?

    Why ask it

    Frequently ends with something being reinstated on the spot. It also surfaces the fact that different branches of a family remember the same tradition differently, which is usually interesting rather than contentious.

  12. What do you know about your grandparents at the age you are now?

    Why ask it

    Most people discover they know almost nothing, which is the useful part. When an older relative is present, this question tends to hand them the floor for twenty minutes.

  13. What is the best advice you were given this year, and did you take it?

    Why ask it

    The second half stops it becoming a recital of platitudes. Advice taken and regretted makes a better story than advice followed successfully.

  14. What did you change your mind about this year?

    Why ask it

    Keep the example small and personal, and the table stays comfortable. If it drifts toward politics, take the next answer yourself and steer it back to something domestic.

  15. What was harder than you expected this year, and what got you through it?

    Why ask it

    The second half is what makes this safe to ask at a table. Let people be brief, and do not follow up with questions about detail they have chosen not to give.

  16. Who is missing from the table this year, and what would they be saying right now?

    Why ask it

    For families a few years past a loss, this is often the most valued question of the day. Skip it entirely if a death is recent, or if you are not sure the person closest to it wants it raised in company.

  17. What is a story about this family the youngest people here have never heard?

    Why ask it

    Directs the question at the people with the longest memory and gives them a clear audience. Ask a child to pick who answers next and the story usually gets told to them properly.

  18. What would you like more of next year, and what would have to go to make room?

    Why ask it

    The trade-off is the point, since more of everything is not available. Answers are more honest than resolutions because they admit a cost.

  19. What is one thing you would like us to do together before next Thanksgiving?

    Why ask it

    Produces plans that occasionally happen, particularly if someone writes them down. Keep it to something reachable, since a suggested trip abroad will quietly exclude whoever cannot afford it.

  20. If you could pass on one thing you have learned to everyone at this table, what would it be?

    Why ask it

    A closing question that gives every age group something to say, including the children. Go round in order rather than volunteering, so the quietest people are not left out at the end.

Using these at an actual table

Practical guidance for the conversation itself

How to run it

One question per course, not a list

Working through fifteen questions in a row turns dinner into an exercise. Ask one while people are serving, one between courses, and one over dessert, and let ordinary conversation fill the gaps.

Answer first yourself

Whoever asks should give the first answer, and it should be about the length you want back. A long emotional answer from the host sets a bar that most guests will refuse to clear.

Ask the quietest person second, not first or last

Going first is exposing and going last means their answer competes with the pudding. Second is the easiest slot in the room.

Say out loud that passing is fine

One sentence at the start, and mean it. Guests dealing with a job loss, a diagnosis, or a separation will otherwise sit through the meal working out how to deflect.

Mixed ages and mixed opinions

Give children a real job

Let one of them choose which question comes next, or ask them to keep a list of the answers. It stops the questions being aimed at them and keeps them at the table longer.

Have your next question ready

The reliable way to move a table off politics is not a request to stop but a better question asked immediately. Keep two in reserve that are guaranteed to get a story.

Watch for the joke at someone's expense

Family stories often have a designated fool. If the person is present, ask them for their version rather than letting the retelling stand.

What tends to go wrong

Going round the table in order every time

Once people know their turn is coming, they rehearse instead of listening. Ask two or three people, then move on.

Following up on what someone withheld

If an answer is short, take the short answer. The question that gets someone to say more is a later one, asked privately in the kitchen.

Insisting on gratitude

People having a bad year can find a compulsory round of thankfulness harder than sitting in silence. Offer them a question about food, memory, or next year instead.