Our Story
Built on Experience. Driven by Purpose.
Milestone is a growing independent insurance agency headquartered in Sioux Falls, South Dakota — with agents active across 9 states and expanding rapidly throughout the United States.
We are a team of independent agents working toward common goals — serving individuals, families, retirees, rural communities, and businesses with a wide range of supplemental health and life insurance products.
Our leadership team has spent decades building high-performing sales organizations and insurance agencies from the ground up. We know what it takes to recruit, train, and develop agents who genuinely serve their clients — and we built Milestone to do exactly that.
We work with independent agents that are contracted with multiple top-rated national carriers so our clients always get the best solution.
People First
We meet clients where they are — at home or at their business. No pressure, no corporate formality.
Protection First
Every product we offer is designed to protect families from the financial impact of life's unexpected moments.
What We Stand For
OUR VALUES
Community Roots
We're proud to serve families and rural communities across the Midwest — communities that are often overlooked.
Built to Win
Our leadership builds winning sales teams. We know how to grow, train, and support great agents.