Our Story

Jack Pearl loves to tell the story of his days selling insurance to farmers, when Pearl Insurance consisted of him and one part-time office assistant.

“In the winter, I’d go down the country roads in my truck, putting flyers with my face on them in every mailbox. After the first big snow, I’d retrace my path and knock on each farmhouse door. They’d be quick to invite me in and say, ‘You look familiar.’”

Founded in 1954, Pearl Insurance can trace its dedication to the association market to our beginnings, when Founder and current Chairman Jack Pearl developed and implemented some of the first direct-marketed insurance programs ever sponsored by and made available to members of professional associations. The idea—to help associations attract and retain members by offering high-quality insurance programs at group rates—took off and soon established Jack as a leader in the field of insurance direct marketing.

Since then, Jack and his son Gary have continued to build on the company's tradition of innovation, delivering new products, services, markets, and technologies year after year. And today, Pearl is ranked among the top direct-marketing third-party administrators in the United States.

Pearl Insurance is part of the Pearl Companies, a privately held, multifaceted organization that also includes Pearl Technology, Pearl Benefits, Pearl Automotive, Pearl Carroll & Associates LLC, and W.B. Griffin & Son.