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In 2006, I landed what I believed was the dream job at Cisco Systems, embarking on an 18-year journey that took me across the globe on countless business trips. My life became a whirlwind of airports, hotel points, and business meetings, yet amidst the success, I realized there was something missing. That realization hit me during a routine flight from Boston to San Francisco, as I looked out over the vast expanse of the Grand Canyon. The stunning view stirred something deep within me, igniting a passion for exploration and a desire to share the beauty of the world in its rawest form. This epiphany was the catalyst that would eventually lead to the creation of Buffalo Overland.
While at Cisco, I played a significant role in product development across various business units, gaining experience in everything from startups to acquisitions. I thrived on driving innovation and team building, contributing to groundbreaking projects that exemplified the principles outlined in Geoffrey Moore’s “Dealing with Darwin." Despite my achievements in the tech world, my heart increasingly pulled me toward the outdoors. The high-paced environment of Silicon Valley couldn’t compare to the fulfillment I found in the rugged wilderness, where the only deadlines were set by nature itself.
Inspired by my global travels—from the towering peaks of the Swiss Alps to the sweeping plains of South Africa—and influenced by literary works like "The Alchemist," I knew it was time for a significant shift. Leaving behind the boardrooms and corporate life, I began exploring North America’s most breathtaking landscapes, honing my skills as a guide and digital nomad. My unique background in business and technology equipped me to offer adventures that go beyond the ordinary, blending the thrill of off-road exploration with modern comforts and cutting-edge tools for an enhanced experience.
Buffalo Overland was born from this fusion of passions. Today, I guide travelers across the wild terrains of the U.S. and Canada, combining my leadership experience with a deep love for nature. Whether it’s navigating off-road trails or marveling at a starry night in the wilderness, each journey with Buffalo Overland is crafted to be memorable and transformative. I invite all adventurers to join me as we explore the untamed beauty of these landscapes, creating unforgettable experiences with the guidance of someone who has journeyed from the heights of Silicon Valley to the depths of the wilderness.
Buffalo, NY
Starting At $800
Buffalo, NY
Starting At $800
Buffalo, NY
Starting At $800
Buffalo, NY
Starting At $2,400
Buffalo, NY
Starting At $2,400
Buffalo, NY
Starting At $2,400
Buffalo, NY
Starting At $1,500
Buffalo, NY
Starting At $3,400
Buffalo, NY
Starting At $2,000
Buffalo, NY
Starting At $4,800
Buffalo, NY
Starting At $2,500
Buffalo, NY
Starting At $5,500
With over a decade of off-roading experience across the United States and Canada, Coach Bill Reilly, Founder and CEO of Buffalo Overland, offers a unique fusion of adventure, expertise, and cutting-edge technology in our premium overland excursions.
At Buffalo Overland, we specialize in creating unforgettable off-roading experiences tailored for the business elite. Our meticulously planned adventures seamlessly blend rugged exploration with the latest technology.
Explore the ultimate guide to overlanding with our comprehensive resources designed for both novices and seasoned adventurers. Whether navigating the rugged trails of Colorado or the scenic routes of New York, our expert guides provide detailed information to ensure a safe and exhilarating journey. With Buffalo Overland, you'll receive top-notch advice and support, making every overlanding trip memorable.
Our excursions cater to business team workshops, remote work retreats, and family bonding experiences. These turn-key adventures include satellite and 5G connectivity, drones, GoPro documentation, interactive maps, and other innovative technologies to enhance your experience. Equipped with two fully-loaded Jeep Wrangler 4WD vehicles and a state-of-the-art Pando 2.0 trailer as our base station, we ensure each trip is both luxurious and thrilling.
Buffalo Overland revolutionizes outdoor adventures by integrating the latest technology with off-road and overlanding trips. We offer a "Work from Anywhere/Live Everywhere" service for business professionals from Fortune 500 companies. Our unique excursions include guided tours with robust internet connections and office-like amenities, allowing participants to stay productive while immersed in nature. Partnering with top Satellite and 5G providers, Buffalo Overland delivers an unparalleled experience for today’s tech-savvy outdoor enthusiasts.
As your ultimate guide and trusted resource, Coach Bill is dedicated to providing an extraordinary overland experience. Combining extensive knowledge, a passion for adventure, and a commitment to excellence, Buffalo Overland offers the perfect blend of nature, technology, and excitement. Join us and discover the thrill of overlanding with Buffalo Overland, where every adventure is designed to exceed your expectations.
Trips Available
Off-roading
Starting At $800
Description:
Off-roading
Starting At $800
Description:
Off-roading
Starting At $800
Description:
Off-roading
Starting At $2,400
Description:
Off-roading
Starting At $2,400
Description:
Off-roading
Starting At $2,400
Description:
Off-roading
Starting At $1,500
Description:
Off-roading
Starting At $3,400
Description:
Off-roading
Starting At $2,000
Description:
Off-roading
Starting At $4,800
Description:
Off-roading
Starting At $2,500
Description:
Off-roading
Starting At $5,500
Description:
Upcoming Availability
Our Guides
$800
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