Legacy.


It all began with a seemingly short, but expansive question in 2020:

Seven generations from now, what’s the world your legacy has catalyzed?

When my coach asked me about the world I imagined seven generations from now and how my actions and values were carrying on - I stopped in my tracks.

What is my legacy?” I thought.

What would my heart, my breath say about the legacy I’m building?

I’m Gabrielle Wyatt, Founder and CEO of The Highland Project, wife, daughter, granddaughter, auntie, and amateur birder. Join me in exploring legacy through a collection of vision boards. “The Stillness Ranger” is the first vision board and series of vignettes on healing, resting, imagining, and legacy building through nature. 

Beneath the Surface, We Flow
Gabrielle Wyatt Gabrielle Wyatt

Beneath the Surface, We Flow

The river was never truly frozen. A month ago, a thick layer of snow and ice masked its surface, giving the illusion of stillness. But beneath the layers, the water was moving—relentless, powerful, alive. No matter how much snow covers it, no matter how still it appears, the river moves. It carves its own path, leaving an imprint on the land that cannot be undone. It is patient but unstoppable, yielding yet undeniable.

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Patience in the Ramble
Gabrielle Wyatt Gabrielle Wyatt

Patience in the Ramble

As spring begins later this week, the natural world around us is waking up. The energy of the season is palpable, pulling us out of hibernation. The pace of life seems to quicken overnight—calendars fill, to-do lists stretch longer, and the urgency to emerge, create, and produce is strong. March, in particular, always feels like it moves faster than I expect. I blink, and suddenly, the season is in full swing. But how do we resist the pressure to bloom before we are ready? How do we find stillness in the Ramble of life’s transitions?

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Following the Wisdom of Winter Trees
Gabrielle Wyatt Gabrielle Wyatt

Following the Wisdom of Winter Trees

Winter is the season when the trees teach us the most about patience, resilience, and quiet preparation. Stripped bare of their leaves, they stand as silhouettes against the sky—unapologetically still, deeply rooted, and conserving energy for the seasons ahead. In their dormancy, they are not idle; they are storing resources, deepening their roots, and preparing for the inevitable return of spring. Too often, mainstream narratives equate rest with stagnation, slowing down with failure, and stillness with an absence of growth. But trees remind us that winter is a necessary pause—one that is rich with unseen transformation. Their roots extend further into the earth, strengthening their foundation. Their branches, though bare, still stretch toward the sky, holding space for what’s to come.

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Seeing the Horizon of an Emergent Future
Gabrielle Wyatt Gabrielle Wyatt

Seeing the Horizon of an Emergent Future

The final week of January arrives with its quiet light, offering us the possibility to begin again. The horizon—where sky meets earth—is not just a distant line; it’s a reminder that the future, though unseen, is waiting to unfold.

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A Lesson from Snowfall
Gabrielle Wyatt Gabrielle Wyatt

A Lesson from Snowfall

“This,” I thought to myself, “is perhaps the greatest lesson of snowfall — the power of nature's mystery to offer healing.” To let playfulness and quiet co-exist. To be held, even briefly, in the arms of both gratitude and sorrow, possibility and loss. And perhaps, as the snow melts, we will remember how to hold those truths long after the last flake has disappeared.

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The Release of the Sea Turtles
Gabrielle Wyatt Gabrielle Wyatt

The Release of the Sea Turtles

On this chilly New York morning, I'm remembering the quiet embrace of Mexico's Pacific Coast. Under the warm hues of a setting sun, I witnessed an ancient ritual—the release of baby sea turtles into the ocean. These tiny, vulnerable creatures, no larger than my palm, carried with them the weight of ancestral wisdom and the boundless possibility of their futures. Watching them, I felt deeply connected to the timeless rhythms of nature and the lessons it offers to us, if only we pause to listen.

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Dispatches from Rest Break: Part Two
Gabrielle Wyatt Gabrielle Wyatt

Dispatches from Rest Break: Part Two

As the final evening of this calendar year nears, I’m sitting in the memories of 2024 and lessons of the birch tree.  I sit back in reflection, gratitude, and ease writing and repeating these words: May I remember gratitude for the path that led me here. For the opportunities I followed. For all that I have overcome. For the lessons I have learned. May I remember gratitude for everything that has helped me to grow. Evolve. Reach for more. May I remember gratitude for all of the previous versions of me. And all of the versions I’ve yet to meet. With love, curiosity, and intention, I remember the future. I remember what is to come with gratitude. Gratitude for the opportunity for a new day. The chance to evolve, to learn, to create. To shape a joyful life and world around me. One seed and intention at a time.

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Dispatches from Rest Break: Part One
Gabrielle Wyatt Gabrielle Wyatt

Dispatches from Rest Break: Part One

Over the last four weeks, I found myself logged out my email accounts, Instagram and LinkedIn. “On rest break through July 28th” — was  the title of my auto-response. What follows is a breadcrumb trail of dispatches — quick notes, messages and reminders I hope to return to time and time again. I hope they lead you to laughter, inquiry, and new ways of exploring your own rest and nourishment practices.

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The Release of the Butterfly
Gabrielle Wyatt Gabrielle Wyatt

The Release of the Butterfly

On a bright and sometimes windy Sunday afternoon, we set out to perform a ceremony: the release of the butterfly. We walked together, one step at a time carrying the butterfly and remembering “yes, it will take one step at a time.”

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Green Benches, Legacy Filters & the Don’t Do Practice
Gabrielle Wyatt Gabrielle Wyatt

Green Benches, Legacy Filters & the Don’t Do Practice

The benches of Central Park held up a mirror this week, asking: does my day reflect how I want to be remembered or does it reflect how I’m actually living my life in alignment (or misalignment) with my legacy vision? Legacy: it’s a discipline of the now. It’s a set of intentional actions and decisions about how you’re spending your money and time. It’s a set of intentional choices about what you consume, who you surround yourself with, and more.

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Lessons from the Great Lawn
Gabrielle Wyatt Gabrielle Wyatt

Lessons from the Great Lawn

As my husband and I walked the perimeter of the lawn’s fencing, I observed the vibrant green lawn sprouting and remembered the mud of the concert of last summer. I remembered the dry and hot days that would follow. I remembered the snowmen created on the lawn at the beginning of the year. So much terrain had been covered in the months the Great Lawn was opened and creating space for New Yorkers. Of reminding people that majestic green space can still exist in one of the world’s largest cities. That afternoon, as dogs and kids who we passed longed for more space as we walked, I realized a few things about honoring resting soil and the liminal space in between winter and spring, endings and beginnings.

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The Trough
Gabrielle Wyatt Gabrielle Wyatt

The Trough

I do not think it is just happenstance that I gravitate towards water when I’m seeking clarity, reconnection with my inner self, and peace. I head to the Highland to celebrate how far I’ve come, rejuvenate, and leverage its elevation to give me perspective. But the water is different — it is a place where I feel held in the space in between endings and beginnings. The space of not always having the answer, but knowing something is possible. The space that can sometimes feel like a free fall. The space in between grief and joy.

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Bird, Watching the Future - Part Two
Gabrielle Wyatt Gabrielle Wyatt

Bird, Watching the Future - Part Two

There continue to be so many external and internal forces attempting to take us off of our legacy paths. And so this January, let’s do something different.

Maybe we can watch the birds and remember: nature does not get an artificial reset every January. And neither do our legacies. Just like nature, legacies are generational plans, patterns, and assignments. Let’s slow up, be still, and not fall into the traps of short-term resolution planning.

As the new year unfolds, let’s sit at the edge of an emergent future, and surrender to love, collectivism, and stillness.

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Let’s Meet at the Highland
Gabrielle Wyatt Gabrielle Wyatt

Let’s Meet at the Highland

As 2023 comes to a close, will you meet me at the Highland?

A place to see, feel, remember, re-member, and celebrate how far we’ve come?

A place to surrender into knowing: we are more than enough.

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In Still of Surrender
Gabrielle Wyatt Gabrielle Wyatt

In Still of Surrender

It has been a while since I have written. In a way I was stuck in the liminal space of summer and fall. Maybe the prolonged warmer temperatures in mid-September left me longing for next summer already. Or maybe I was left nostalgic for Lochearn Pool, my childhood summer haven up the street from where my family would swim from dawn to dusk until Labor Day. Perhaps the transition into the final days of summer and the autumnal equinox left me nervous about what would be on the other side. How the shifting sands in politics, philanthropy, and everyday life about the value and worthiness of Black humanity and women’s rights would continue to place me on the defensive. I wondered, as I honored and celebrated the progress, wins, and lessons of the year so far, “What shoe might drop?” “What more can I be doing — producing?” “What seeds of mine might bloom this fall? What does it mean about my leadership if the seeds do not bloom?” I stayed quiet, drifting through much of September and into October unwilling to surrender to the change in seasons.

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Travel Notes from Summer
Gabrielle Wyatt Gabrielle Wyatt

Travel Notes from Summer

From the pavement that twists around Seneca Village in Central Park, to the shoreline of Martha’s Vineyard, to the pages of memories of Highland Beach in my father’s drawings, and more — I’ve spent the summer in deep exploration with how nature has served as a refuge and a catalyst for Black legacies. Most recently, I took a few team members on a walk through Central Park, asking them to take note of what nature teaches us about nourishing Black brilliance and imagination. What unfolded were divine truths — or revelations — about the role of the natural world to generations of Black legacy architects.

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Her Eye Is on the Sparrow, Revised
Gabrielle Wyatt Gabrielle Wyatt

Her Eye Is on the Sparrow, Revised

This blog post looked a whole lot different 24 hours ago. But in a burst of insomnia it changed.  I spent yesterday afternoon researching 1923 and the world my Grandma Ruth was born into in North Carolina. A year defined by insidious racism and segregation, the Rosewood massacre of 1923, and the beginnings of the Golden Age of the Harlem Renaissance — where Black art and expression would defy the master narratives of Black unworthiness.  I went to bed thinking about the viral video of Vice President Kamala Harris responding to the most recent attack on Black worthiness in Florida. I wondered: what and how will the young people in my life learn about the year of my Grams’ birth? Beginning at 2 am this morning, I intently rewrote this piece. Known as Ruth the Truth in many family conversations nowadays, this blog post’s evolution represents the three anchors of her legacy: (1) community care, (2) speaking and shining a bright light on the truth, and (3) centering and nourishing the Black soul. 

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The Labyrinth
Gabrielle Wyatt Gabrielle Wyatt

The Labyrinth

I entered a walking labyrinth meditation in April 2023 asking for a sign. I was at an ending that I was having a hard time honoring, celebrating, and growing from. I took a deep breath and stepped into the mystery of the labyrinth’s stones and curves. Into the seemingly simple design — a nook in the middle of tall, tall trees that held the stories of the generations that came before me. I stepped into a seemingly simple design. And yet, complexities unfolded. 

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The Blackness of Possibility
Gabrielle Wyatt Gabrielle Wyatt

The Blackness of Possibility

Entire generations and ecosystems live and flourish in Blackness: look beneath the soil and you find the deep roots of trees, hundreds of years old. You find the creation of new life in the burrows of animals. Look beneath the soil and you remember that our ancestors weaved seeds into their hair as they were stolen from their lands. The weaving of the seeds in their hair was an act of hope - of discerning the possibility that one day the seeds from their homeland would continue to take root and bloom for their children’s children. Our Blackness roots, grows, and blooms innovations, progress, and joy. So what will it take to step into the fullness of our possibility of our Blackness?

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Unmasking Possibility
Gabrielle Wyatt Gabrielle Wyatt

Unmasking Possibility

“Raccoons wear masks. And I’m wondering: what mask might have served you or protected you that you need to put down now in order to move forward in your legacy building?” - My coach asked me last spring. Whew, well that’s a word. Over the coming hours, days, and months, I’d find myself in deep inquiry with the different masks I’ve worn - in service of protecting myself, in search of belonging, in pursuit of comforting others - and how they were constraining me from tapping into the abundance of possibility and power that exists within me.

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