Mentorship • Growing Together

Mentoring a Pre-Teen: When Showing Up Starts Looking Different

The challenges, the rewards, and the lessons I’m learning as my Little grows up.

By Howie TaylorOctober 8, 2026BIGBlog
Cartoon illustration of Howie Taylor and Little E sharing a conversation at sunset

When I first became a Big Brother, I understood the basic assignment. Spend time with a young person. Introduce him to new experiences. Be a positive influence. Offer guidance, encouragement, and perhaps a little wisdom accumulated through years of making my own mistakes.

Sounds simple enough, right?

Then your Little starts approaching his teenage years.

Suddenly, the kid who once seemed excited about nearly every adventure has opinions about everything. Conversations become shorter. Interests change. Independence becomes increasingly important. And sometimes, getting a meaningful response to a text message feels like negotiating a peace treaty.

Welcome to mentoring a pre-teen.

I've been a Big Brother for more than ten years, and my current Little, Elijah — or Little E, as I call him — is twelve. We've been matched for several years now, and I'm discovering that mentoring a young person through this stage of life requires something a little different from what worked when he was younger.

It's challenging. It's rewarding. And, perhaps most surprisingly, it's teaching me quite a bit about myself.

The Kid You Met Is Growing Into Someone New

One of the first things I've had to recognize is that Elijah isn't the same little boy I met when we were matched.

And that's exactly how it's supposed to work.

When kids are younger, adults often get to set the agenda. We suggest an activity, they get excited, and off we go. The adventure itself is frequently enough to make the day special.

But somewhere around those pre-teen years, things begin changing.

They develop stronger opinions. They become more aware of what their friends think. They want to make their own decisions, even when they haven't quite developed the experience necessary to make the best ones.

They're also trying to figure out who they are.

That last part is important.

It's easy for adults to interpret a young person's changing behavior as disinterest, stubbornness, or a lack of appreciation. Sometimes, though, what we're really witnessing is a child practicing independence.

And independence, like just about everything else, takes practice.

My job isn't to prevent Elijah from growing up.

My job is to help him grow up well.

The Great Communication Mystery

Let's talk about communication.

If you've ever spent time with a twelve-year-old boy, you probably understand that asking, "How was school?" isn't necessarily going to produce a detailed report.

"Fine."

"What did you learn today?"

"Nothing."

"Anything interesting happen?"

"Nope."

Well, I'm glad we had this talk. 😂

I've learned that meaningful conversations don't always happen when I schedule them.

Sometimes the best discussions happen while we're driving somewhere, standing in line, eating lunch, or doing something that has absolutely nothing to do with the subject I wanted to discuss.

I've also learned that silence doesn't always mean something is wrong.

Sometimes a kid just needs room to think. Sometimes he's tired. Sometimes he doesn't know how to put his feelings into words. And sometimes he simply doesn't feel like talking.

Adults have those days, too.

The challenge is knowing when to encourage a conversation and when to let it develop naturally.

I'm still learning that balance.

One thing I know for certain: I don't want every interaction with Elijah to feel like a performance review.

If every outing becomes a lecture about school, responsibility, or future goals, eventually the outings won't be much fun for either of us.

There needs to be room for laughter, silliness, and just enjoying each other's company.

Those moments aren't distractions from mentoring.

They're often what makes the mentoring possible.

Finding the Balance Between Fun and Responsibility

This might be one of my biggest challenges.

I want Elijah to enjoy our time together. I want him to look forward to our adventures. I want him to experience things he might not otherwise have an opportunity to do.

But I also want him to understand that life isn't one continuous amusement park.

There are responsibilities. Expectations. Commitments. Decisions that have consequences.

And somewhere between bowling, car shows, theme parks, volunteering, and everyday conversations, I'm trying to help him connect those dots.

For years, I've talked about four principles that matter deeply to me:

Respect Responsibility Integrity Grace

Those aren't just words I want Elijah to memorize. They're qualities I hope he learns to practice.

Respect means considering how your actions affect other people.
Responsibility means doing what needs to be done, even when something more entertaining is available.
Integrity means making the right decision when nobody is watching.
Grace means recognizing that people, including ourselves, aren't always going to get everything right.

I can't simply hand him those qualities like a birthday present.

They have to be demonstrated, discussed, practiced, and reinforced over time.

Sometimes that means celebrating a good decision.

Sometimes it means asking an uncomfortable question.

And sometimes it means allowing him to experience the natural consequences of a choice instead of immediately trying to rescue him from it.

That's not always easy.

Especially when you care about the kid.

Helping Him See a Future He Can't Quite Imagine Yet

One of the things that excites me most about Elijah is his interest in engineering.

He's talked about designing and building things, including bridges and other structures.

Now, at twelve years old, he doesn't need to know exactly what kind of engineer he wants to become.

But I would love for him to begin understanding how the things he's learning today connect to the possibilities waiting for him tomorrow.

Math isn't just another worksheet.

Science isn't just another class.

Problem-solving isn't something that happens only inside a classroom.

Those are the building blocks of the future he's beginning to imagine.

And I've discovered that one of the best ways to encourage those interests is to connect them to something he already enjoys.

Take car shows, for example.

Elijah wasn't particularly interested in cars when we first started attending events together.

But over time, I began noticing a change.

He started looking more closely. Asking questions. Wondering why different cars were designed differently or why one Mustang might have a different engine configuration than another.

Those questions tell me something.

He's not simply looking at a car anymore.

He's beginning to think about how it works.

That's the kind of curiosity I want to encourage.

Of course, he also gets to enjoy the car shows without having to help me clean Blucifer beforehand.

So he might be getting the better end of that arrangement. 😂

Learning When to Push and When to Step Back

Here's something I didn't fully appreciate when I first became a mentor:

Encouragement and pressure can look surprisingly similar from the receiving end.

As adults, we can see opportunities that a twelve-year-old might not recognize.

We know how quickly time passes. We understand how choices made during school years can influence future opportunities. We remember the mistakes we made and wish someone had helped us avoid a few of them.

Naturally, we want to share that knowledge.

Preferably before the kid makes the same mistakes.

But there's a difference between helping a young person recognize an opportunity and trying to manage every decision for him.

I'm learning that I need to ask more questions and deliver fewer speeches.

What do you think?

Why do you think that happened?

What would you do differently?

What do you want to accomplish?

How can we work toward that?

Sometimes his answers surprise me.

Sometimes they frustrate me.

And sometimes the answer is, once again, "I don't know."

But even that can be the beginning of a conversation.

My goal isn't to make Elijah think exactly like I do.

It's to help him develop the confidence and judgment to think for himself.

The Rewards Aren't Always What You Expect

People sometimes imagine mentoring as a series of big, inspirational moments.

The child achieves something extraordinary. The mentor offers a few words of wisdom. Everybody learns an important lesson. Inspirational music plays in the background.

Real mentoring usually isn't quite that cinematic.

Sometimes the reward is a question you didn't expect.

A thoughtful decision.

A new interest.

A moment when a young person demonstrates that he understands something you've been trying to teach.

I think about the time Elijah won a large television at a car show.

For a twelve-year-old, winning a seventy-inch television is a pretty spectacular experience.

But when his family was facing financial challenges, Elijah began thinking about whether selling that television could help with their internet expenses.

With encouragement and support from some wonderful people in our community, that experience became about much more than a television.

It became an opportunity to talk about family, priorities, generosity, and responsibility.

Those are the moments that stay with me.

Not because I can take credit for his decisions.

I can't.

But because I get to witness the young man he's becoming.

And there's something pretty special about that.

Sometimes the Mentor Needs the Lesson

I've discovered something else along the way.

Mentoring a pre-teen has a remarkable ability to expose your own shortcomings.

I like structure. I like plans. I like knowing what we're going to do and when we're going to do it.

I appreciate communication, follow-through, and people doing what they say they're going to do.

In other words, I'm probably not the easiest person in the world for a twelve-year-old to keep happy. 😂

But mentoring isn't supposed to be about making a child fit perfectly into my expectations.

It's about helping him grow while recognizing that he has his own personality, circumstances, challenges, and pace.

That requires patience.

Flexibility.

Listening.

And a willingness to recognize that my preferred way of doing something isn't necessarily the only right way.

Sometimes I need to adjust my expectations.

Sometimes I need to remember what it felt like to be twelve.

And sometimes I need to extend the same grace to Elijah that I hope others will extend to me.

That's been a valuable lesson.

Consistency Matters More Than the Perfect Adventure

I've written before about the importance of showing up.

As Elijah gets older, I'm beginning to understand that showing up can take different forms.

When a child is younger, showing up might mean taking him somewhere exciting, introducing him to a new activity, or simply spending an afternoon having fun.

As he grows, showing up might mean listening to something that's bothering him.

Helping him think through a difficult decision.

Encouraging him to take school seriously.

Celebrating an accomplishment that might seem small to someone else.

Or simply reminding him that there's another adult in his life who cares about what happens to him.

Not every outing needs to be extraordinary.

Not every conversation needs to contain a life lesson.

And not every day is going to feel like we're making progress.

Sometimes consistency is the progress.

Trust is built through repetition.

Promises kept.

Conversations remembered.

Showing up when you said you would.

And continuing to care even when things aren't particularly exciting.

We're Both Still Growing

I don't know exactly what the next few years will look like for Elijah.

There will undoubtedly be new interests, new challenges, new friendships, and decisions that become increasingly important.

There will probably be conversations I wish had gone differently.

There will be moments when I wonder whether anything I'm saying is getting through.

And I suspect there will be a few more unanswered text messages along the way.

But there will also be discoveries.

Accomplishments.

Laughter.

Unexpected moments of maturity.

And hopefully, years from now, a young man who looks back and remembers that someone believed in him, encouraged him, challenged him, and consistently showed up.

I don't expect Elijah to become a younger version of me.

In fact, I hope he becomes something much better:

The very best version of himself.

And if I can play even a small role in helping that happen, every awkward conversation, every challenging moment, and every lesson learned along the way will have been worth it.

Because mentoring a pre-teen isn't about having all the answers.

It's about staying in the conversation while a young person begins discovering his own.

And somewhere along the way, you just might discover that you're still growing up a little, too.

That's the BIG part of being a Big.

If you've ever considered becoming a Big Brother or Big Sister, I encourage you to learn more about Big Brothers Big Sisters of Tampa Bay. You don't need to be a perfect mentor. You just need to be willing to show up.

#BeBig #MentoringMatters #BigBrothersBigSisters #BBBSTampaBay #BIGblog

What is Big Brothers Big Sisters?

Big Brothers Big Sisters is a mentoring organization that matches caring adult volunteers, called “Bigs,” with young people, or “Littles,” to build supportive one-to-one relationships that can help kids grow in confidence, character and opportunity. If you’d like to learn more about becoming a Big, supporting the program, or getting a young person involved, visit GoBigTampaBay.org.

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