About Flatland Expeditions
Born in the heartland, built for the highways. We're trucking insurance specialists who understand that your fleet is your livelihood.
Our Story
Flatland Expeditions was founded in 2005 in Kansas City, Missouri—the crossroads of American commerce. Our founder, a former fleet manager, saw firsthand how trucking companies struggled to find insurance partners who truly understood their business.
What started as a small agency serving local owner-operators has grown into a trusted name across North America. Today, we protect over 10,000 policies and work with carriers of all sizes, from single-truck operations to enterprise fleets with hundreds of power units.
Our mission remains the same as day one: to provide reliable, affordable insurance solutions that keep America's freight moving. We combine deep industry expertise with personalized service, because we know every mile matters.
Our Journey
Founded in Kansas City, MO
Expanded to serve all 48 continental states
Launched Canadian coverage
Added Mexico cross-border insurance
Expanded to Puerto Rico and Caribbean
Celebrating 10,000+ active policies
Our Values
These principles guide everything we do, from writing policies to processing claims.
Reliability
We stand behind every policy we write. When you need us, we're there.
Partnership
We're not just your insurer—we're your partner in keeping America moving.
Speed
Fast quotes, quick claims processing, and responsive service when you need it.
North American Reach
Coverage across the US, Canada, Mexico, Puerto Rico, and the Caribbean.
Meet Our Team
Industry veterans dedicated to protecting your fleet and your business.
Robert Martinez
Founder & CEO
30+ years in commercial trucking insurance. Former fleet manager who understands the industry from the driver's seat.
Sarah Chen
VP of Operations
Expert in streamlining insurance processes. Ensures every policy is handled with precision and care.
Michael Johnson
Claims Director
Former adjuster with 20 years experience. Advocates for our clients through every claim.
Elena Rodriguez
Client Relations Manager
Bilingual expert dedicated to serving our diverse client base across North America.
Ready to Partner with Us?
Join thousands of motor carriers who trust Flatland Expeditions for their commercial trucking insurance needs.