Dialogue Miles™

Discover the Transformative Power of Movement and Conversation

An innovative approach to fostering authentic connections, igniting creative problem-solving, and building trust within teams and organizations. Created by Joe Morgan, this unique program blends the simple yet powerful acts of walking and talking to unlock deeper insights and foster collaboration.

Joe Morgan photographed standing next to Deb Cupp in business professional attire. Joe has an event badge

The Journey: How It All Began

From Colleagues to Connections, One Step at a Time

Dialogue Miles™ has evolved from simple walking meetings into a lifestyle and philosophy. From Joe's early steps with colleagues to life-changing conversations with influencers and clients, this timeline reflects siY, LLC's commitment to authentic connection, clarity, and transformation.

Walking to the rocks at Moody Beach with Mum or sitting on the porch with Grandma gave Joe a deep appreciation for the power of uninterrupted human connection.
As a CEO, Joe Morgan discovered that walking with colleagues wasn’t just about movement—it fostered deeper relationships, creativity, and collaborative problem-solving.
Inviting key people for a walk or run—no formal agenda, just one thought-provoking prompt.
During the pandemic, walking became a crucial practice for reflection, reconnection, and maintaining mental and physical well-being.
A pivotal walk with a close colleague sparked the idea of intentionally inviting people who had influenced his life to join him for meaningful conversations.
Joe began walking with individuals who had shaped his journey—mentors, colleagues, and friends—sharing the insights from these conversations to inspire others.
Building on the success of 100 Miles of Dialogue™, the concept expanded to include walks with people of all connection levels—strangers, clients, lifelong friends, and new acquaintances.
The 2024 Alumni Dialogue Challenge™ was a four-week initiative for College of the Holy Cross alumni to walk together, engage in meaningful conversations, and share their experiences to inspire deeper connections and community-building
Now a defining aspect of siY, LLC's philosophy, Dialogue Miles™ represents a lifestyle of connection, curiosity, and transformation through meaningful conversations.

Joe and a friend photographed outside in hiking gear and in nature, in the mountains with snow, trees, mountains, and a lake behind them

Mike and Joe standing in front of a building with a yellow wall

Why Dialogue Miles™?

Dialogue Miles™ addresses a universal need: the opportunity to step away from traditional work environments and engage in meaningful, uninterrupted conversations. Walking side by side removes hierarchical barriers, creating a neutral space for honest dialogue. It’s a powerful way to:

Break through mental blocks by engaging in physical activity that stimulates the brain.
Encourage openness through relaxed and natural conversations.
Build stronger connections by sharing a unique and memorable experience.
Foster innovation by shifting perspectives and embracing fresh ideas.

This methodology combines the science of movement with the art of communication, transforming the way individuals and teams interact.

Get In Touch

A group of colleagues standing in a circle with their hands in the middle - depicting teamwork and collaboration.

Dialogue Miles™ | Team Building

Great teams aren’t built in conference rooms—they’re built through trust, shared experiences, and real conversations. Dialogue Miles™ Team Building takes your team outside, away from distractions, and into a dynamic space where collaboration happens naturally.

This guided experience is designed for leadership teams, cross-functional groups, and organizations navigating change. Whether you’re looking to strengthen relationships, align on strategy, or spark creative problem-solving, Dialogue Miles™ creates the conditions for breakthrough moments.

Each session is tailored to your team’s needs, blending movement with intentional dialogue to drive connection and clarity.

Let’s walk, talk, and build something better—together.

SERVICE OFFERINGS

Stories From The Path™

John Cox

John represents the “S” in siY, LLC. He was my first business mentor and is the foundation of what safety became for me in my career. On our walk we covered the topics of family, laughter, mentoring, networking, and chemical engineering.
Deb Cupp

We touched on leadership, navigating aging parents, and the importance of staying connected—whether it’s to family, friends, or your team. One of the highlights of the day was when Deb’s team came out to say hello during our hike.
David Clarke

On a fall day in Northern Neck, I walked with David Clarke, reflecting on over two decades of friendship built on shared challenges, purpose, and resilience. His story of adapting to life with Lyme disease reminded me of the power of kindness, empathy, and staying true to our values through life’s trials.
Chloe Adams

During my 7-mile Dialogue Miles™ walk with Chloe Adams in Cincinnati, Ohio, we explored ideas around vision, purpose, and building trust in leadership. Chloe’s strategic insights and dedication have been integral to the growth and success of siY, LLC.
Jeff Forts

Jeff Forts and I reconnected in Osterville, MA, reflecting on decades of friendship, shared memories, and the connections that have shaped our lives. Our time together was a reminder of the enduring bonds that grow from inclusivity, support, and the joy of simply showing up for each other.
Ann Howard

Walking with Ann Howard in Shelby Bottoms reminded me of the power of trust, transparency, and focus in both life and business. Our conversation about teamwork and navigating challenges highlighted the importance of building relationships that help us tackle complexities with resilience and grace.
Billy Baker

Walking 12 miles through NYC with Billy Baker was a testament to the value of intentional connection, mutual respect, and authentic relationships. From inspiring conversations to shared insights, it was a reminder of how meaningful mentorship and genuine engagement can shape both personal and professional growth.
Pam Maynard

Walking 5 miles in Miami with Pam Maynard was a celebration of laughter, shared values, and deep conversations. From tackling leadership challenges to fostering boundless curiosity, our connection reaffirmed the importance of aligning on values, embracing vulnerability, and building friendships that inspire future impact.
Doug Fecher

A 4-mile walk with Doug Fecher at the Glen Helen Nature Preserve reminded me of the power of transparency, authenticity, and mutual support. Our conversation, filled with personal stories, leadership insights, and laughter, reinforced our shared desire to do good and stay true to ourselves as we navigate life's unpredictable journey.
Kate Guteman

During my walk with Kate, EVP & President International, Healthcare and Supply Chain Solutions at UPS, at Lake George, we reflected on trust, collaboration, and the importance of meaningful connections. Our conversation reinforced the value of partnerships built on openness and compassion, set against the backdrop of a beautiful, serene morning by the lake.
Mike Gordon

During my journey with Mike Gordon in London, we walked 10 miles through the city, immersing ourselves in its history, sharing laughs, and enjoying meaningful dialogue. Our time together reinforced the value of stepping away from daily schedules to explore, reflect, and connect.
Teena Marty

I reconnected with Teena Marty, one of my sister Sheila’s closest friends, as we honored her memory and reflected on the incredible life she lived. Our time together was a reminder of the deep connections and shared stories that keep the people we love close, even after they’re gone.
John Rogers

A 5-mile walk with John Rogers along the Atlantic reinforced key leadership principles: staying prepared, balancing portfolios, aligning teams, and building relationships. Our conversation highlighted the power of trust in driving growth and maintaining competitive edge, reminding me how critical clarity, consistency, and strategic decision-making are in leadership.