How Did Grace Trail Happen?

A Message from Anne Jolles, Creator of Grace Trail®.

A Journey Towards Hope, Resilience and Empowerment

Grace Trail put the “life” back into my life…  In 2000, during one of the most challenging times of my life, five simple words and questions “came to me” in my kitchen. This sounds unreal, but it happened that way. I felt knocked over and discouraged, but that moment became the seed of something extraordinary. I was gifted. Grace Trail was born, and 24 years later, I’m honored to share it with the world.

The beauty of grace lies in noticing when it shows up—or creating circumstances that invite it in… I believe Grace Trail does just that. This simple yet profound process has helped thousands of people navigate life challenges with courage, gratitude, and grace worldwide.

Whether on a physical trail, in a group, or through personal reflection, Grace Trail transforms lives by meeting people wherever they are and guiding them in navigating life’s twists and turns. These 5 meaningful questions encourage you to find your own answers and blaze your own trails.

About Anne
I’m Anne Jolles, the president and CEO of Grace Trail, Inc., an author, professional coach, professional and TEDx speaker (Cracking the Grace Code), and creator of Grace Trail. Over the past decade, I’ve shared this trail with thousands through physical trails (like the original in Plymouth, MA), workshops, retreats, virtual experiences, and products such as Your Trail Kit, Custom Trail Kits, and Mini Trail Kits.

We now have 10 licensed Trails across the country- 8 were completed during the pandemic. Each of these Grace Trails is uniquely designed to reflect the needs of their communities. I so enjoy working with trail founders and communities to create these wonderful spaces, and as a result, people are walking Grace Trails as you read this!

My book, Grace Trail: Find Your Footing and Move Toward the Life You Were Meant to Live, has won international awards and was recommended by Jack Canfield, co-creator of Chicken Soup for the Soul. I’ve also introduced Grace Trails to 25,000 participants at events like the Massachusetts Conference for Women (2015 and 2024) and Boston’s FIGMENT art festival. There are now infinite ways to create your own Grace Trail, limited only by your imagination. Let’s bring this out to the world together… one step, one question, one trail at a time… we can make a difference in this world!

I hope to see you on the Trail,

With gratitude,


Creator of Grace Trail, Founder of Grace Trail, Inc

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