MORE THAN A TRAIL
Through guided experiences with founder Anne Jolles, participants explore the questions together, creating opportunities for insight, connection, resilience, and meaningful conversation. What begins as individual reflection often evolves into a shared language—one that helps people navigate challenges, strengthen relationships, and move forward with greater clarity and compassion.
Speaking Engagements
Inspire New Perspectives.
When teams, organizations, and communities face change, uncertainty, or increasing demands, it can be difficult to create space for reflection and meaningful conversation.
Through storytelling, practical insights, and the Five Questions of Grace Trail, Anne helps audiences explore new ways of approaching challenges, strengthening relationships, and finding clarity in both personal and professional life.
Ideal for conferences, leadership events, employee wellbeing initiatives, schools, healthcare organizations, and community gatherings.
Guided Grace Trail Walks
Move Beyond Surface-Level Conversations.
Some of the most meaningful conversations happen when people step away from their daily routines and experience something together.
Led by founder Anne Jolles, guided Grace Trail experiences help participants slow down, reflect, and engage with the Five Questions in a way that feels natural and accessible. Whether supporting a team, community, or special event, each experience is tailored to the goals of the group.
Participants often leave with greater perspective, stronger understanding of one another, and practical questions they can continue returning to long after the experience ends.
Team & Leadership Workshops
Build Stronger Teams Through Shared Reflection.
Healthy organizations depend on communication, trust, and the ability to navigate challenges together.
These interactive experiences help teams explore the Grace Trail framework in a structured and engaging way, creating opportunities for meaningful dialogue, fresh thinking, and greater awareness of the perspectives people bring to their work and relationships.
Ideal for leadership teams, educators, healthcare professionals, nonprofits, and workplace wellbeing programs.
Virtual Grace Trail Experiences
Bring Your Team Together—Wherever They Are.
Not every organization can gather in the same place. Designed for remote and hybrid teams, Virtual Grace Trail® Experiences create space for people to pause, reflect, and reconnect through a live, interactive experience led by founder Anne Jolles.
Unlike a traditional webinar, each session actively engages participants through the Five Questions of Grace Trail®, creating a shared experience that helps teams step back, gain perspective, and return to their work with renewed focus.
Ideal for remote teams, leadership groups, conferences, healthcare organizations, educational institutions, and mission-driven organizations.
Retreats & Custom Programs
Designed Around Your Goals.
Some challenges require more than a single presentation or event.
Retreats and custom programs are created in partnership with your organization, community, or leadership team to support a specific objective—whether that's strengthening culture, navigating change, fostering wellbeing, improving communication, or creating space for strategic reflection.
Experiences may incorporate guided walks, facilitated discussions, workshops, speaking sessions, or other elements of the Grace Trail framework.
Every experience begins with a conversation.
"In just a few minutes, Anne created a cohesion in the group that hadn't been there before. She helped me broaden my thinking about my business and my life. Bright, effective, down to earth, and genuinely engaging, Anne was one of the most memorable parts of our three-day event."
— Szifra Burke
Trail Activations & Facilitator Training
For organizations looking to create a lasting impact, Anne can help design experiences that continue long after the event ends.
Whether training volunteer guides, supporting a trail launch, developing a pop-up experience, or creating facilitator resources, these offerings help communities build local ownership and sustain engagement over time.
Not Sure Where to Begin?
Take a Walk.
Experience the Five Questions of Grace Trail through our interactive digital experience, available anytime.
Whether you're exploring Grace Trail for yourself or considering it for your organization, the Digital Grace Trail offers a simple way to experience the questions firsthand.
