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How to Get Your Teenager Talking Again

Andy Nadler

Sunday, July 26, 2026

Learning Center/Real Family Conversations/How to Get Your Teenager Talking Again

If you've ever picked your teenager up from school or been sitting and dinner and asked...

"How was school today?"

...only to hear...

"Fine."

You're not alone.

Most parents genuinely want to connect with their kids, but somewhere along the way, conversations become shorter, shallower, and less frequent. It can feel like your teenager just doesn't want to talk anymore.

I used to think the same thing.

As it turns out, I don't think teenagers stop talking.

​I think they stop having interesting conversations.

Our Dinner Table Wasn't Silent. It Was Just Surface Level.

Our family has always eaten dinner together most nights of the week, and we've always had a "no phones at the table" rule.

So screens weren't the problem.

We generally knew what was happening in our boys' lives. We knew how school was going, what sports were coming up, and who they were hanging out with.

But our conversations rarely went much deeper than that.

We were very much a...

"So...how was school today?"...kind of family.

The rest of dinner was usually filled with brothers annoying each other, making ridiculous noises, telling dumb jokes, or trying to get a laugh at someone else's expense.

Honestly...I didn't think asking better questions would make much of a difference.

I figured teenagers just weren't that interested in having meaningful conversations with their parents.

​I was wrong.

Stop Asking for Information. Start Asking for Thinking.

Looking back, I realized most of our questions only required information.

  • How was school?
  • What did you eat for lunch?
  • Did you finish your homework?
  • How was practice?

Those questions aren't bad.

They're just easy.  They don't require much thinking.

Instead, try questions that ask for opinions, reasoning, or imagination.

​Questions like:

  • What's something you changed your mind about recently?
  • If your teacher let students rewrite one school rule, what should it be?
  • What's something people your age care way too much about?
  • What's something adults assume about teenagers but isn't true

Notice something?

None of those questions have a right answer.

That's exactly the point.

The goal isn't to get information.

The goal is to get your teenager thinking out loud.

The Biggest Surprise

The first night we tried conversation questions, I expected a few awkward answers and then we'd move on with dinner.

Instead, our boys jumped right in.

Even the silly questions sparked real discussion.

Then something happened I never expected.

At the end of dinner, one of my sons asked,

"Do you have another question?"

Within about a week, something even more interesting happened.

They started asking each other follow-up questions.

Not because we told them to.

Because they were genuinely curious about each other's answers.

That's when I realized the magic wasn't in the questions themselves.

It was in the conversations that followed.

​Those conversations eventually grew into what is now the Food For Thought Framework—a simple approach to helping families build curiosity, critical thinking, and stronger communication through everyday conversations. If you'd like to learn more about the ideas behind it, you can explore the framework here.

Probe, Don't Pounce

This may be the biggest mistake parents make.

A child finally shares an honest opinion...and we immediately start evaluating it.

Maybe we disagree.  Maybe we agree so strongly that we simply say, "Exactly!"

Either way, the conversation often ends.

Instead...Probe.  Don't pounce.

Most teenagers have surprisingly strong opinions without having spent much time thinking about why they hold them.

Sometimes it's because a friend believes it.

Sometimes it's because social media keeps showing them the same perspective over and over.

Sometimes it's because they've heard us say it a hundred times.

Our job isn't to make sure our kids always agree with us.

Our job is to help them understand why they believe what they believe.

Even when your teenager gives an answer you completely agree with, don't stop there.

Ask:

  • What makes you think that?
  • How did you come to that conclusion?
  • What do you think someone on the other side would say?
  • What would change your mind?

The goal isn't agreement.  The goal is ownership.

You Don't Have to Have All the Answers

Parents often feel pressure to be the smartest person at the table.

We think we need to have the perfect answer for every question.

But some of the most powerful moments happen when we simply admit...

"I've never thought about it that way."

Or..."That's a great question."

Or..."I honestly don't know."

When our kids see us wrestle with difficult questions, they learn something incredibly important.

Thinking takes time.

It's okay to change your mind.

It's okay to be uncertain.

And it's okay to keep learning.

Modeling curiosity may be one of the greatest gifts we can give our children.

Try This Tonight

Instead of asking...

"How was school?"

Try asking...

"What's one opinion you heard today that you disagreed with?"

Then resist the temptation to debate.

Instead, simply ask..."Why?"

Then..."What makes you think that?"

You may be surprised where the conversation goes.

Keep the Conversation Going

If you'd like more ideas for creating meaningful family conversations, I've put together a free Conversation Guide filled with practical tips we've learned along the way, including how to ask better follow-up questions and keep discussions going naturally.

And if you'd like to bring these conversations to your own dinner table, you can learn more about the Food For Thought conversation cards, which were created to make meaningful conversations easy for busy families.

Finally, if you're looking for even more practical ideas to help raise thoughtful, independent thinkers, I'd love to invite you to download my free Raising Thinkers eBook. It's filled with strategies, stories, and ideas that have made a lasting difference in our own family.

Turn What You Just Read Into a Conversation

Join the FREE 7-Day Food For Thought Challenge

​For seven days, I'll give you one interesting question and one simple conversation practice designed to help you get your teen talking, thinking—and give you a better glimpse into the person they're becoming.

  • Just 15 minutes a day
  • One new question each day
  • Simple strategies you can keep using afterward

5 minutes with me. 10 minutes with your teen.

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Welcome! I'm Andy

Founder of Food For Thought

Welcome! I'm Andy Nadler, founder of Food For Thought. I write about raising independent thinkers, strengthening family communication, and helping kids develop the critical thinking skills they'll need to thrive in today's world. I hope you'll find ideas here that inspire great conversations with your family.

Welcome! I'm Andy Nadler, founder of Food For Thought. I write about raising independent thinkers, strengthening family communication, and helping kids develop the critical thinking skills they'll need to thrive in today's world. I hope you'll find ideas here that inspire great conversations with your family.

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Food For Thought™ Deck

A ready-to-use deck with 4 thinking levels and 6 categories-built for dinner, car rides and "we have 10-minutess" moments.

Turn What You Just Read Into a Conversation

Take the FREE 7-Day Food For Thought Challenge

​​For seven days, I'll give you one interesting question and one simple conversation practice designed to help you get your teen talking, thinking—and give you a better glimpse into the person they're becoming.

  • Just 15 minutes a day
  • One new question each day
  • Simple strategies you can keep using afterward