For nearly 65 years, Pearl Insurance has existed for one reason: to deliver solutions that protect what’s truly important to our customers. The people of Pearl understand the desire to live and work with confidence, and are dedicated to helping our customers feel secure. Whether we’re providing insurance solutions to an individual, a business, or a group, we consider ourselves partners with our clients. If we don’t have the perfect solution readily available, we’ll customize a product or program to meet our clients’ specific needs.

As a leading technology consulting organization, Pearl Technology has more than 25 years experience in presenting customized information technology solutions to businesses in Central Illinois and beyond. Expertise in analysis, design, integration, and optimization has enabled us to secure strong partnerships with clients in the insurance, manufacturing, education, legal, and wholesale/distribution verticals.


Jack Pearl


Jack has been the driving force and cornerstone of the Pearl Companies since he founded the organization in 1954. He is a graduate of Bradley University, a charter member and past president of the American Institute of Professional Association Group Insurance Administrators (AIPAGIA), a charter member of the Professional Insurance Marketing Association (PIMA), an active contributor and volunteer for the Children's Miracle Network and Children's Hospital of Illinois, and a significant supporter of the Catholic Diocese of Peoria. In addition, Jack has been recognized for his many outstanding achievements through various awards, including the prestigious Master of Mass Marketing award presented annually by the Mass Marketing Insurance Institute (MI2), the Sigma Chi Significant Sig Award, the second-ever recipient of PIMA's Legend award, and was commissioned as a Kentucky Colonel by their Governor in 2006.

Gary Pearl

Chairman/Chief Executive Officer (CEO)

Gary joined Pearl in 1985 and has served as Chairman/Chief Executive Officer (CEO) of the Pearl Companies since 1998. Gary provides the Pearl team with a wealth of insurance knowledge and experience, which he developed during his years working in various sales, marketing, and operations divisions both at Pearl and with CIGNA Insurance Company, where he started his career. He remains deeply involved in every aspect of the business and is committed to continuing Pearl's tradition of innovation. Gary was the 2000 President of the Professional Insurance Marketing Association (PIMA).

Dennis Dietrich

President - Pearl Companies & Chief Financial Officer (CFO)

Dennis joined the Pearl Companies in 2005 and serves as President - Pearl Companies & Chief Financial Officer (CFO). With a successful background in financial, strategic planning, direct marketing, and mergers and acquisitions, as President - Pearl Companies & Chief Financial Officer (CFO), Dennis oversees the execution of strategy and managing the operations of the Pearl Companies.

Lisa Hoogerwerf

Chief People Officer (CPO)

Lisa Hoogerwerf is the Chief People Officer (CPO) at Pearl Companies. She joined our team in August of 2012. In her role, Lisa provides strategic leadership and consulting support for all HR management functions for Pearl Insurance and Pearl Technology. These functions include, but are not limited to, compensation, recruitment and retention, employee relations, training, performance management, succession planning and talent management/development, goal setting, policy and procedure development, benefits, wellness initiatives, and legal and regulatory compliance. Along with holding a Professional Human Resource (PHR) Designation, Lisa has spent more than 20 years working in HR, with more than half of that time in a leadership position.

Gary Hickey

President - Pearl Insurance & Chief Sales Officer (CSO)

Gary has over 40 years of experience in the insurance industry, and has worked for Pearl Insurance and its predecessors for over 30 years. In his role as President - Pearl Insurance & Chief Sales Officer (CSO), Gary oversees the sales, marketing, account relations, and operations of our union-based association clients and our Personal Insurance Division. Additionally, Gary leads sales initiatives for our Affinity Life and Health Insurance Division. Gary is a member of the Professional Insurance Marketing Association (PIMA) and the American Institute of Professional Association Group Insurance Administrators (AIPAGIA).

Jeff Palmer

Chief Technology Officer (CTO)

Jeff Palmer, Chief Technology Officer (CTO), manages all of Pearl Insurance's information technology operations including both Peoria and Albany locations. With a Project Management Professional (PMP) certification and over 20 years of experience in information technology, Jeff manages Pearl Insurance's information systems through innovation and ingenuity. He oversees all software development and systems support, infrastructure and help desk, business intelligence, and IT project management services. He also passionately trains talented internal developers to be at the forefront of technology, ensuring Pearl's systems remain current and secure. Jeff is also a member of Pearl's Strategic Leadership Team.

Shannon Warner

Chief Marketing & Strategy Officer (CMSO)

With more than 20 years of professional experience in insurance sales and marketing, Shannon joined the Pearl Companies team in 2013, serving as our Chief Marketing & Strategy Officer (CMSO). In this role, Shannon manages and directs the marketing initiatives of the organization, including the Life and Health Affinity and Business Insurance Divisions. He is also responsible for Client Management, working with our team of specialized professionals to exceed the needs of all clients. Shannon's career experience includes having served as Head of Sales for AIG Benefit Solutions and Senior Vice President of Marketing for Marsh, Inc.'s Affinity Group Services. Additionally, Shannon serves on the Board of Directors for the Professional Insurance Marketing Association (PIMA).

Elizabeth Meyer

Chief Operating Officer (COO)

Elizabeth (Liz) Meyer has an extensive background in human resource management, which she further developed when joining Pearl Insurance in 2003. As Chief Operating Officer (COO), Liz oversees daily functions to ensure organizational effectiveness and continually improve client service capabilities. Liz plays a key role in supporting the company's mission and goals.


The people of Pearl Companies are committed to working hard, working smart, and working together. This focus has secured us a strong presence in the marketplace today, as well as for years to come. We're looking for ambitious individuals to help us continue to successfully carry this mission forward.

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