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About Anne

The Heart Behind Grace Trail

®

A NOTE FROM ANNE

You may be on this page because you’re curious about me — or because something in the idea of Grace Trail resonated with you. Before sharing any titles or milestones, I want you to know this first: this work didn’t begin as a concept or a framework. It began as my life.

 

During one of the most challenging seasons I’ve ever known, a single word came to me. It happened quietly, in my kitchen, at a time when I felt knocked over and unsure how to take my next step or move forward. Within that word, I began to see a set of questions — simple, familiar, and deeply human. They didn’t feel new. They felt remembered.

 

Walking became part of that journey. Being in motion — especially outdoors, in nature — helped me disconnect from the noise and reconnect with myself. Movement gave me a way to listen, to be human, and to witness what was actually happening rather than be consumed by it.

 

Over time, those questions became companions, offering a simple rhythm for moving through life with curiosity, connection, and compassion.

 

I was simply trying to find my footing. But as I began sharing this way of walking and reflecting — inviting others to pause, to walk, and to ask their own questions — I realized how many people were trying to do the same. In the midst of constant noise, pressure, and expectation, people were longing for a way to reconnect with nature, with themselves, and with one another.

 

People recognized themselves in the questions. They felt accessible. Grounded. Human.

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What I came to understand is that people don’t need to be fixed. They need space. And that sometimes, a small set of honest questions is enough to help you stay oriented — to remember what matters and take the next step forward.

 

Grace Trail grew from that understanding. It took root as a shared, reflective journey — shaped by the people, places, and communities it touches. Whether on a physical trail, in a group, or through personal reflection, Grace Trail offers a way to move through life with greater clarity, connection, and hope — one step at a time.

 

However you found your way here, I’m glad you did. I hope to see you on the Trail.

 

With gratitude,
 

Signature of Anne Barry Jolles, founder of Grace Trail, representing a personal commitment to community resilience and emotio

"You don't have to have the answers to understand Grace.
 
You can be the answer by living your life with curiosity, compassion, and courage."

- Anne Jolles

ANNE'S WORK IN THE WORLD

For more than 25 years, Anne Barry Jolles has worked at the intersection of reflection, leadership, and human resilience.

 

Her work spans community spaces, national conferences, education, healthcare, and public life — always rooted in presence, listening, and lived experience.

OVER THE YEARS

Grace Trail official emblem: A symbol of the nationwide movement for digital detox, nature-based reflection, and personal res
Coaches Corner logo, highlighting Anne Barry Jolles’ role as a mentor and leadership resource.
Official Town of Plymouth, MA seal, recognizing Grace Trail as a permanent community landmark in America’s Hometown
Figment Project logo, celebrating participatory art and community-led wellness installations
TEDxWilmington logo, commemorating Anne Barry Jolles’ talk on resilience and the power of the five questions
Massachusetts Conference for Women logo, highlighting Grace Trail as a leader in professional women’s wellness and leadership

What began as one-on-one coaching evolved into a movement. Today, Grace Trail brings the same spirit of reflection, perspective, and possibility to thousands of people through trails, communities, schools, campuses, and spaces across the country.

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2025

Grace Trail is Born

The Grace Trail questions emerge during a personal season of uncertainty, offering a grounded way to pause, reflect, and move forward with intention.

Certified Professional Coach

Anne becomes a Certified Coach through the International Coach Federation and completes training with Coaches Training Institute.

International Coaching Federation logo, representing a global commitment to professional coaching standards and ethics

Private Coaching Practice Begins

Anne enters private practice and has since coached more than 2,000 clients.

Massachusetts Conference for Women

Originated “Coaches Corner,” delivering complimentary professional coaching to thousands of women nationwide.

The First Stones Are Placed

Anne places hand-written reflection stones along a walking path in Plymouth, Massachusetts—the future home of the Plymouth Seaside Grace Trail.

International Coach Federation of New England

​Life Coach of the Year · Director Award for Distinguished Service

National Book Publication & Recognition

Publishes "Grace Trail: Find Your Footing and Move Toward the Life You Were Meant to Live".

Massachusetts Conference for Women

Led an interactive Grace Trail experience with six stations and 45 volunteers.

FIGMENT Festival, Boston

Grace Trail installation on the Rose Kennedy Greenway.
International Book Awards — Amsterdam & New York.

Wicked Local ARTY Award · TEDx Wilmington

Recipient of the ARTY Award. Delivered TEDx talk “Cracking the Grace Code.”

Boston University Sargent College

Named Alumnae of the Year.

Official Conference for Women badge, symbolizing a nationwide commitment to female empowerment and emotional fitness.
The Greenway logo, representing a partnership in urban wellness and nature-based public sanctuaries.
Wicked Local logo, representing local media recognition of Grace Trail’s community impact across Massachusetts
Official Boston University seal, symbolizing academic authority and Grace Trail's roots in research-backed wellness

The First Licensed Custom Trail Installations

During the COVID-19 pandemic, communities sought new ways to foster connection and well-being. The first licensed Grace Trail installations take root across the country, including UMass Boston (MA), Beth Israel Deaconess Hospital–Plymouth (MA), East Lyme (CT), West Woods School (CT), Alpine Shores (WI), Navarino Nature Center (WI)

The First Grace Trail on Private Property

Green Trees Farm (TX) becomes the first private Grace Trail installation and the first location to feature three unique licensed Grace Trails on a single property.

Massachusetts Conference for Women

Created a 50-foot Grace Trail experience engaging over 13,000 attendees.

The Birthplace Becomes Permanent

The Plymouth Seaside Grace Trail is officially licensed, and the original hand-painted stones are replaced with engraved 3,000-pound granite boulders featuring the Grace Trail questions.

A Network of Trailblazers

Licensees begin gathering through community calls and shared initiatives, gaining access to ideas, resources, encouragement, and connections with others bringing Grace Trail to life in their own communities.

National Grace Trail Month Is Established

National Grace Trail Month is created, aligning with Mental Health Awareness Month and activating communities across the country through walks, events, conversations, and opportunities for reflection.

The First Vermont Grace Trail

The Hard'ack Grace Trail is licensed and installed in St. Albans, becoming Vermont's first Grace Trail and the northernmost installation.

National Grace Trail Month Continues to Grow

In its second year, National Grace Trail Month expands with guided walks, community events, media features, and trail activations across the country in support of Mental Health Awareness Month.

2012

A Son's Deployment to Afghanistan

During her son's deployment, Anne found comfort in walking and reflection. The experience later influenced the creation of the first Grace Trail path.

Official Town of Plymouth, MA seal, recognizing Grace Trail as a permanent community landmark in America’s Hometown

2026

Grace Trail Is Coming to the VA

Installation is scheduled for the Michael M. Lawson Grace Trail at the VA Boston Healthcare System, U.S. Department of Veterans Affairs – Brockton Campus, creating the first memorial Grace Trail and honoring a legacy of service, sacrifice, and remembrance.

Ted talk anne jolles

On the TEDx Stage

Grace Trail shared on the TEDx stage—inviting reflection, connection, and a different way of moving through life.

The-grace-trail-amazon-best-seller-book-author-anne-barry-jolles.JPG

The Questions, Shared

What began as a personal walking practice has been shared through communities, conversations, and Anne’s writing — offering others a simple framework for reflection, resilience, and connection.

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