About us | Milestone

The Milestone Story

Story

A Journey of Global Impact

Milestone was never meant to be an ordinary training company. It wasn’t even meant to be a global company at all. Its path was defined as much by serendipity as by planning. At its heart, it has always been about one thing: deep curiosity about what clients are experiencing and a relentless commitment to helping them move from where they are to where they want to be.

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A Journey Shaped by Excellence

Milestone didn’t grow through aggressive marketing or blind ambition—it grew because the world’s most respected organizations sought out its expertise. Time and again, companies, government agencies, and military institutions turned to Milestone for strategic, high-stakes training and consulting that delivered measurable results.

As Milestone’s reputation grew, so did its elite team of consultants, subject-matter experts, and top-tier trainers, all committed to delivering world-class learning experiences that empower leaders and teams to perform at their highest level. Today, Milestone operates at the cutting edge of leadership development, helping energy companies, government agencies, military organizations, and Fortune 500 companies navigate complex challenges and achieve breakthrough performance.

What sets Milestone apart isn’t just expertise—it’s the deep trust built with the world’s most influential decision-makers. The team doesn’t just deliver training; they become strategic partners, working hand-in-hand with clients to solve their most pressing challenges.

One defining project involved developing a leadership program for top security specialists, blending AI, aerial surveillance, and strategic leadership. The challenge wasn’t just in the curriculum—it was in creating an experience that resonated with professionals working in high-stakes environments. The success of this program cemented Milestone’s reputation as a global leader in customized, high-impact training experiences.

US Defense-Authorized Training Provider

A certified US defense contractor with a CAGE code, multiple years of past performance with the US Navy, US Marine Corps, the DoDEA. Currently commissioned with delivery of technical and leadership training programs on installations across Japan and Korea.

The Milestone Mission

Milestone isn’t just growing—it’s shaping the future of professional development worldwide. With an expanding global footprint and a commitment to cutting-edge methodologies, Milestone is poised to continue redefining leadership training for the world’s most influential organizations.

Milestone’s success isn’t just measured in revenue or reach—it’s measured in the transformations it delivers for clients, the careers it elevates, and the industries it revolutionizes.

As Dylan often says, "The best investment an organization can make isn’t in technology or infrastructure—it’s in its people.”

And Milestone is here to make sure that investment pays off. The world’s leading organizations know they’re in good hands—and those who discover Milestone quickly realize they’ve found something extraordinary.

Two businessmen in suits smiling as they review a printed document together near a window.

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The Founder’s Story

A Relentless Pursuit of Excellence

Dylan Scudder didn’t set out to build a global powerhouse in professional development. In fact, he never intended to go global at all. His journey was shaped as much by chance as by strategy, but at every turn, one thing remained constant—his insatiable curiosity about how businesses, governments, and institutions could operate at their very best.

Dylan’s career has taken him on expedition-like projects across nearly every continent, shaping his expertise in organization development strategy, leadership training, and experiential learning design. Along the way, he earned a PhD, published bestsellers, lectured at top-tier universities, and advised some of the most powerful organizations in the world.

Despite being naturally reserved, Dylan has always been tenacious when it comes to solving real-world business challenges and driving impactful change. Training became the most effective tool to achieve these transformations, and through his work, Milestone was born.

Dylan Scudder - Founder of Milestone

A Reluctant Visionary

Rather than building a company through traditional means, Dylan found himself pulled into global markets by the sheer demand for his expertise. What began as a handful of training programs in Tokyo quickly evolved into a global consulting and training agency, trusted by military institutions, energy conglomerates, and Fortune 500 companies.

What makes Dylan unique isn’t just his methodological expertise, but his relentless commitment to understanding his clients’ world. He doesn’t believe in cookie-cutter solutions—he believes in getting into the trenches, seeing challenges firsthand, and designing tailored strategies that deliver lasting impact.

The Founder’s Story

The Future: A Commitment to Learning

Dylan remains deeply committed to empowering Milestone’s exceptional team and supporting clients in unlocking their full potential. The work has always been about more than just training—it’s about empowering people, fostering innovation, and driving meaningful change in industries around the world.

“I never set out to be a global entrepreneur,” Dylan often says, “but I’ve always been determined to help organizations get from where they are to where they need to be. Milestone is just the natural result of that commitment.”

And that’s exactly what continues to drive him today.

Dylan Scudder, founder of Milestone, smiles while standing next to a man in traditional Middle Eastern attire, both posing fo

Global Reach, Unlimited Potential

In affiliation with Regus, Milestone’s hubs of innovation and collaboration bring training to professionals worldwide. We operate from each of these venues worldwide and are available to meet you at your convenience.