Lead With the Story, or the Story Will Lead You

Every school is a story, and someone has to tell it. Why narrative leadership – naming the chapter, locating people in the journey, and shaping meaning – is one of the most powerful tools a Head of School has.

There’s a screaming truth I keep returning to in my leadership coaching: every school is a story, and someone has to tell it.

If leadership doesn’t narrate the story, someone else will—and leaders rarely enjoy the version that fills the silence.

Over the years – as a head of school, a mentor, and now a consultant -I’ve become convinced that one of the least understood and most essential responsibilities of a Head of School (or Executive Director, or CEO) is to serve as the Storyteller-in-Chief.  Not as a marketer.  Not as a cheerleader. But as the person who names reality honestly, locates people in a shared narrative, and helps the community understand what chapter they’re in and what comes next.

Why stories matter in schools

Neuroscience has confirmed what good educators have always known: stories are how humans make sense of the world.  They build trust.  They anchor memory.  They create connection.

But institutions run on story too…and not always the official one.  There’s the story a school tells publicly.  There’s the story people tell each other in the hallways and parking lots.  And there’s the story people carry privately about their place in the community.

When these stories align, culture feels coherent.  When they diverge, culture frays.  This is why narrative leadership isn’t “soft work.”  It’s culture work.  It’s alignment work.  It’s leadership work.

Where storytelling actually shows up

In my headships, and now in the schools I coach, I see the same narrative leverage points again and again:

  • Admissions.  Families join the story before they join the school.
  • Development.  Donors give to a future they can see themselves within.
  • Board governance.  Boards drift when members think they’re in different chapters.
  • Faculty culture.  Teachers need to understand how their daily work fits into the broader arc.
  • Change leadership.  Change is always a narrative moment: “What story am I in now, and who am I in it?”

You can have the right strategy, the right curriculum, even the right people.

But if no one understands the story, the work stalls.

What happens when the story goes untold

Here’s the pattern I see most often when I begin coaching a leadership team:

When leaders don’t narrate clearly and consistently…

…people fill in the blanks themselves.

And what fills the vacuum?

Rumor.

Assumption.

Projection.

Shadow stories.

Once those harden, they’re hard to undo.

The antidote isn’t more meetings.  It’s intentional, transparent, repeated storytelling.

How leaders become Storytellers-in-Chief

This is not a personality trait.  This is a practice.  Here are some of the habits I help leaders develop:

1. Name the chapter.

Are we rebuilding?  Growing?  Stabilizing?  Innovating?  Surviving?

Say it out loud.  People crave orientation.

2. Tell the small stories.

The hallway interaction.  The quiet win.  The moment a child lights up.

These “small truths” build big trust.

3. Connect the story to values.

If belonging, kindness, curiosity, or rigor matter, tell stories that show them lived.

4. Locate people within the narrative.

“Here’s where you matter.”

“Here’s what you helped make possible.”

Belonging is a narrative act.

5. Repeat yourself. Then repeat yourself again.

A story becomes a culture only when it becomes shared memory.

A Jewish Frame

Moshe is remembered as the humblest of leaders, yet his final act is Sefer Devarim – an extended retelling of the people’s journey, giving them clarity and courage.  Our tradition is built on leaders who narrate meaning, re-frame experience, and locate communities in a sacred trajectory.

In Jewish education, narrative isn’t ornamental.

It’s heritage.

Why this matters now

Our schools are navigating complexity: changing demographics, rising expectations, cultural tension, burnout, mission-drift.

You can’t solve all of that overnight.

But you can narrate it—honestly, consistently, and compassionately.

And when leaders narrate well, something remarkable happens.  People stop feeling whiplash.  Teams realign.  Boards settle.  Families feel anchored.  Teachers reconnect to purpose.  Change becomes possible.

Because clarity is calming.  And stories create clarity.  If leaders don’t tell the story, the story will lead them.  If they narrate it well, the community finds its way.  This is the work of leadership.  And it is work that we can learn, practice and strengthen…together.

My Charge to Kitah Bet Upon Receiving the Gift of Torah

I was very moved after this morning’s Mesibat He’Chumash that a number of parents asked that I post the dvar I shared with the families before giving each student the gift of Torah.  You may find it below…

“Before calling each student up by name to give them the symbolic gift of Torah, I just wanted to take a minute or two to say a few words…I know that I am the only thing keeping you from cake, so be assured I will be as brief as I am capable of being…

Have you noticed that our social media is eager to share memories with us? It seems like each day, a picture from years ago appears unprompted asking us to take moment to remember. Why? Why does Facebook organize itself with a timeline and Instagram by stories?

Because they know what we do – that human beings are hardwired to respond to stories.

We are storytellers by nature because that is how we make meaning of our lives. We weave together memories and events to create the narrative arc of our lives. As parents, we have the awesome responsibility for authoring the experiences that set that arc into motion. We provide them with the moments that shape their narratives and help them make meaning. As they get older, of course, they begin to write their own stories and – if we are lucky – they will continue to look to us for editing.

What is true for us as individuals is also true for us as a Jewish People. We are a collection of stories that extend backward to Creation and through our collective authorship of the present, serve as a bridge to the future. We are the People of the Book because we acknowledge our spiritual heritage and take responsibility for moving our part of the story forward…

That’s what makes a day like today special. Your decision to provide your children with a Jewish education gives them moments and experiences that will shape the narrative arc of their lives even when they assume primary authorship. Today is one of those moments. And by linking it to the gift of Torah – as we prepare to celebrate the holiday of Shavuot, which commemorates our original receipt of Torah – we link our children’s stories to the story of the Jewish People.

As was true with the Siddur they received at the end of Kitah Alef, the Chumash they receive at the end of Kitah Bet is not a trophy to sit upon a shelf, but a tool to continue the Jewish journey they are just beginning. It is our hope and our prayer that the work we have begun together as partners – parents and teachers; home and school – continue in the years ahead to provide our children with Jewish moments of meaning and Jewish experiences of consequence so that they can write the chapters of their lives and that of the Jewish People that they are intended to – uniquely their own, infused by a love of Judaism, informed by Jewish wisdom and aligned with Jewish values.

Thank you.

Thank you to the parents who have sacrificed in ways known and unknown to give your children the gift of Jewish day school. Thank you for your schlepping and your partnership. Thank you for entrusting us with the sacred responsibility of educating your children. It not something that we take for granted.

Thank you to the teachers who give of their love, their time and their talent each and every day. On a day like today, special thanks to Morah Batya who has poured herself into your children and into this day. Our teachers play a significant role in shaping our children’s stories and we are grateful for the care they attend to that holy task.

Thank you to the students who show up each day as authentic selves. Your passion and enthusiasm for learning and for Judaism is why we wake up each day at OJCS with a spring in our steps and a smile on our faces. We can’t wait to see who you will become!

And on a final note, I know you don’t need me to tell you quickly time flies. But. For some of you this is your first Mesibat Chumash and for some it is your last. You have given us the gift of your children and we have together given your children the gift of Torah. Let me give you the gift of time, just 30 seconds, to soak in the moment. Not to document it, but to be in it. Because as a parent of a child who will be graduating from this school in just a few weeks, I could swear it was just yesterday that she received her chumash in Kitah Bet.

Pause

It is now my pleasure to invite our teachers to join me as we celebrate each of our students…”

Chag sameach…