How to Launch More Meaningful Family Conversations with 29 Big-Hearted Questions — Doing Good Together™ (2024)

When others ask what Doing Good Together™ is all about, the word volunteering comes up early and often. I usually toss in the phrase habits of kindness pretty quickly too. (And if you'd like a more elaborate answer, this podcast with our own Jenny Friedman should help!)

Later, if my audience is particularly interested, – this means you, Membership Circle – I’ll get around to the idea of reflection.

But when I think about the impact of this organization on our everyday family life, I return again and again to the daily practice of reflection.

Talking intentionally and openly about big ideas is at the core of DGT™’s mission and has had the greatest impact on our family’s life.

Emerging research tells us that the more open and continuous our dialogue with kids, the better their skills at compassion and problem solving.

I know what you're thinking. Sounds great, but in my house, conversations fall apart pretty quickly!

Engaging in meaningful conversation can seem impossible. If kids are over-tired or hungry or yearning to be free, wrestling two words about their day (usually, fine, mom) can be a challenge.

I say this from experience. When I use the questions below to gain a peek into Little Miss's second grade life, it's likely to end one of four ways:

  • She'll smile, shrug, and run off to play, totally ignoring my question.

  • She'll toss out a pat, predictable answer, and run off to play.

  • She'll offer the most outrageous response she can think of, to move us off topic.

  • Or she'll think for a moment, and hit me with an amazing observation, anecdote, or question of her own.

At my house, about 1 in 4 attempts at meaningful kid conversations ends in a wow moment, and I'm here to tell you it's totally worth it!

I'm sure you've seen glimpses - as I have - of the powerful insights children are capable of. It's our job to nudge kids toward these thoughtful conversations and to nurture the big-hearted instincts our kids already possess.

Very rarely is a big-hearted conversation going to resemble the breathtaking moment we imagine, full of beautiful insights, sunbeams and lingering hugs. But if you're persistent and watchful, you'll catch more and more glimpses of your child's big heart, and eventually they'll even start a few big conversations all on their own.

First, some ground rules for meaningful family discussions.

Time it right.

Launching a big-hearted conversation is a bit like double-dutch jump rope. Your rhythms must be exactly aligned, or the game is likely to end in an uncomfortable tangle.

If kids are over-tired, hungry, or distracted, they aren't likely to sit still for an interrogation (which, of course, isn't how you'll approach them, just how they will feel).In my house, the best conversations happen mid-morning on weekends, after breakfast and before the weekend adventures begin. Often, our best talks happen while their bodies are busy building blocks or drawing or walking through the park.

One other important note about timing: don't be afraid of silence or long pauses. Pose a question, then listen. Patiently. After a bit, offer your own response, and ask for their ideas. Still no response? Let it go, and try again later.

Speak deeply daily.

Even if you feel a bit offbeat, make an attempt to connect every day. Our questions below will help! Watch for that moment when your child is content, then scan our list of questions, and ask one you find inspiring. Be sure to listen, really listen. Be ready to dig a little deeper if their first response only scratches the surface.

Repeat after me: Yes, and.

Nothing shuts down a parent-child conversation faster than judgement.

Take a lesson from one of the basic tenants of improvisational comedy. Never shut down or judge a child’s suggestion – even if their suggestion aims to rope you into bringing your pet kitten to school or invite the whole class home for a play date. (Both are actual suggestions I've heard this week!) Instead, follow that idea where it leads, ask new questions, and suggest your own answers in addition to rather than as replacements for their answers. In a pinch, just say "that's a fun idea" and move on.

Be curious, be observant, be honest.

Remember, you are the role model throughout this process. If you ask your child whether she noticed someone struggling today, be prepared to share something you observed during your day. The moment your children realize you are speaking openly with, as opposed to interrogating, them, they are more likely to hold up their end of the conversation.

Be persistent, not precious:

You know the rule: try, try again. Your conversations will frequently take a turn for the silly. Just roll with it and come back to big ideas at a different time. Your conversations will often end with a stunted response: here's the answer you were expecting, right?Simply, offer your own answer. Give them an opportunity to respond, and if your child still appears uninterested, try again tomorrow. The goal is practice and connection, not quotable pinterest inspiration.

If you keep trying, you will notice a change in the way your child communicates.

Enjoy these 29 discussion questions for big-hearted conversations with kids.

How to Launch More Meaningful Family Conversations with 29 Big-Hearted Questions — Doing Good Together™ (2024)

FAQs

How to have meaningful conversations with family? ›

Also, consider these tips from Colorado youth about the best ways for parents and other adults to start meaningful conversations:
  1. “Don't only talk with us about serious things. ...
  2. “Be thoughtful about the time and place to start a conversation. ...
  3. “Don't give up if we aren't ready to talk at a certain moment. ...
  4. “Respect us.

What are some good family questions? ›

About the person
  • What is your first memory ever?
  • What is your happiest childhood memory? ...
  • What is your favorite children's story?
  • Do you have sisters or brothers? ...
  • Do you have a special song that was sung to you by either of your parents? ...
  • How is life different today compared to when you were a child?

How to start a family discussion? ›

Begin with an attitude of openness and acceptance rather than one of dominance or control. Be flexible. The meeting place and length can vary. At first, plan fun activities that involve everybody: “Let's have a family meeting soon to talk about your birthday.

How do you start a deep and meaningful conversation? ›

These are some conversation starters that can help you get to know someone better:
  1. What do you consider your best quality?
  2. What's one thing you can't live without?
  3. Who are your role models?
  4. Which is your favorite movie and why?
  5. Which song best represents your life?
  6. What is your healthiest habit?
Jun 28, 2023

What are 3 ways to have a meaningful conversation? ›

12 tips to spark more meaningful, authentic conversations
  • Be authentic with yourself first. ...
  • Think about the other person. ...
  • Recognize their differences. ...
  • Don't make assumptions. ...
  • Forget about “fake it till you make it.” ...
  • Create a safe space for communication. ...
  • State questions clearly. ...
  • Avoid closed ended questions.

What is the 21 questions game for families? ›

The 21 questions game is exactly what it says on the tin, there are no gimmicks or weird rules, you just have to ask someone 21 questions. It's a great conversation starter with someone you're not close with, or equally a way to deepen an existing relationship, with questions you would never usually ask.

What are 10 good questions? ›

What are 10 good questions to ask someone?
  • What's your favorite childhood memory?
  • What's your favorite movie and why?
  • What was your worst date?
  • What was your favorite subject in school?
  • What do you enjoy doing in your free time?
  • What's your favorite family holiday tradition?
  • What's your favorite family recipe?

What is a deep question to ask someone? ›

What's a deep question to ask someone? A deep question is one that invites people to share their core values and what truly matters to them. An example of a deep question could be: “What do you think is the most important thing in life, and why?”

How do you start a serious conversation with your family? ›

Tips for Having Conversations with Your Family
  1. Preparation. Think about what you are going to say in advance. ...
  2. Cultivate positivity. ...
  3. Find time and space. ...
  4. Make a time limit. ...
  5. Agree on the terms of the conversation beforehand. ...
  6. Listen to people when they talk. ...
  7. Practice self-awareness. ...
  8. Know that you could be wrong.
Aug 24, 2021

How do you introduce yourself in a family gathering? ›

If you are at a gathering with your parents and you are meeting adults, children, or teens who know them, introduce yourself as their child. "Hi, my name is Mary; I'm William and Judith Bartholomew's daughter/son." If you are at a school event, then be sure to mention what grade you are in and who your teacher is.

How can I make my family gathering more fun? ›

12 Favorite Family Reunion Ideas
  1. Trivia Night. Challenge your nearest and dearest to see who knows the most about everything with a trivia night. ...
  2. Gaming Night. ...
  3. Talent Show. ...
  4. Family Potluck. ...
  5. Baby Photo Guessing Game. ...
  6. Family Photo Shoot. ...
  7. Outdoor Movie Night. ...
  8. Summer BBQ.
Jan 11, 2021

How do you talk to family gatherings? ›

Share Memories​​

Start a story and then ask friends or family to help fill in details you didn't know or may have forgotten. Share some stories of your own and share memories of your friends or family. Kids and grandkids especially enjoy hearing about what they were like as babies and toddlers.

How do you have a serious conversation with your family? ›

Tips for Having Conversations with Your Family
  1. Preparation. Think about what you are going to say in advance. ...
  2. Cultivate positivity. ...
  3. Find time and space. ...
  4. Make a time limit. ...
  5. Agree on the terms of the conversation beforehand. ...
  6. Listen to people when they talk. ...
  7. Practice self-awareness. ...
  8. Know that you could be wrong.
Aug 24, 2021

How do you communicate with a difficult family? ›

9 Ways to handle difficult family members
  1. Get the timing right. ...
  2. Give yourself all the attention. ...
  3. Communicate clearly. ...
  4. Give up the games. ...
  5. Get big on boundaries. ...
  6. Listen like it's the first time. ...
  7. Manage it with mindfulness. ...
  8. Switch perspective.
Mar 7, 2023

How can family relationships best be improved speaking? ›

Work on good communication skills.

Focus on listening and understanding what your family member is trying to say. Carve out time to work on communication skills by putting away phones and other devices at the dinner table so you can interact with each other.

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