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Meet the Champion’s Pride Team

Work with an experienced insurance team committed to clear guidance, personal relationships, and benefits strategies designed around each organization.

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Administration

Portrait of Tim Williams, Founder and President of CPIS, in a dark suit and tie

Tim Williams

President • Blue Springs, Missouri

Founder and President Tim Williams has served clients in insurance and financial services since 1997. His background includes psychology and consumer behavior, healthcare management, and hospital administration. He is committed to helping people protect their way of life when illness, injury, or other unexpected events occur.

Portrait of Carrie Williams of the CPIS team in a dark top

Carrie Williams

Carrie brings more than 18 years of healthcare industry experience. She helps make the billing process clear and hassle free for the HR departments Champion’s Pride serves.

Portrait of Jaylene Roberts of the CPIS team in a dark blazer

Jaylene Roberts

Billing Coordinator Support • Butte, Montana

Jaylene has a background in healthcare administration and studied at Montana Tech. She supports the team’s work to make benefits administration easier for HR departments.

West United States

Portrait of Bob Berryman of the CPIS team in sunglasses and a white polo shirt

Bob Berryman

Bob began his insurance career in 1984 and holds a BS in Business Information Systems. After navigating a family medical crisis, he returned to insurance to help clients understand their options and protect their health and financial well being.

Portrait of Gordon Kesler, a CPIS partner, in sunglasses and a light blazer

Gordon Kesler

Benefits Education Specialist • Billings, Montana

Gordon brings more than four decades of consulting experience helping clients make informed decisions. His personal understanding of Medicare and health benefits gives him a practical perspective for simplifying complex choices for individuals and business owners.

Illustration of a beagle wearing a top hat and bow tie, used as the picture for Jess Kays on the CPIS team

Jess Kays

Based near Glacier National Park, Jess spent more than 20 years as the general manager of a small town grocery store. He brings a friendly, community focused approach and a strong commitment to customer satisfaction.

Midwest United States

Portrait of Justin Kelly of the CPIS team in a dark suit and white shirt

Justin Kelly

Agency Development Manager • Carrollton, Missouri

Justin built a long career in the ironworking industry, where he served as a leader and supervisor responsible for managing teams and helping ensure worker safety.

Portrait of Dave Randalls, a CPIS partner, in a dark suit

Dave Randalls

Benefits Education Specialist • Butler, Missouri

Dave brings experience from ironworking, farming, and customer service. His goal is to help the people he serves access strong benefits with practical, attentive support.

Portrait of Jonathan Goodman of the CPIS team in a blue shirt with autumn trees behind him

Jonathan Goodman

Benefits Education Specialist • Omaha, Nebraska

Jonathan is an independent insurance professional serving Nebraska, Iowa, South Dakota, and surrounding areas. He and his wife, Amanda, operate their agency in Omaha and help clients with health, life, and retirement coverage.

Portrait of Amanda Goodman of the CPIS team with forest trees behind her

Amanda Goodman

Amanda’s background includes technology, web development, and hands on experience navigating complex family insurance issues. She joined the industry to help make insurance easier to understand and supports clients alongside Jonathan and the Champion’s Pride team.