The third-largest provider of private-passenger auto insurance in the United States, Progressive Insurance takes one of the top spots for commercial auto insurance. Progressive also offers over 30 financial products and other types of insurance coverage, including renters insurance, boat insurance, homeowners insurance, commercial insurance, life insurance, and more. Since Progressive offers so many types of insurance coverages, customers can bundle several and receive decent-sized discounts for doing so. Founded in 1937, Progressive obviously has decades of experience in the insurance arena. The headquarters for the company is based in Mayfield, Ohio, and is well-known for its innovative and entertaining television and video advertisements that feature Flo, Jamie, and other customer service-related personas.