Meet Our Founder
Hi, I'm Simon Milestone.
I grew up in the exciting environment of a Powersports, Marine, Trailer, and OPE dealership. A business our family owned for 39 years. For nearly four decades, I witnessed firsthand the dedication, resilience, and passion required to succeed and survive in the industry. I eagerly embraced the opportunity to work in the dealership, assuming various roles across all departments throughout my teens and early twenties.
In my mid-twenties I had the privilege of working at BRP, where I played a pivotal role in developing sales and service department operations training for the North American dealer network. This experience provided invaluable insights into the intricacies of dealership operations and reinforced my commitment to excellence in every aspect of the business.
Over the next 18 years, I further developed my marketing and sales skills in the dynamic industry of commercial real estate and business consulting, while still being involved in the family business up until its sale in 2012. This diverse background equipped me with a deep understanding of consumer behavior, market dynamics, and strategic planning—skills that would later form the cornerstone of my entrepreneurial endeavors.
Today, as the founder of Dealer Academy, I am proud to spearhead a revolutionary platform dedicated to empowering dealership professionals worldwide. Dealer Academy serves as a dynamic hub where dealers and their teams converge to explore modern marketing strategies, unlock new sales opportunities, and elevate their performance to unprecedented heights.
Whether it's refining digital marketing tactics, optimizing showroom experiences, or mastering the art of customer engagement, Dealer Academy is committed to equipping dealerships with the tools and insights necessary to thrive in today's fiercely competitive marketplace.
Driven by a profound dedication to seeing dealerships flourish, I am passionate about fostering connections, sharing expertise, and igniting transformative change within the industry.