Cross Insurance Names Jonathan Cross President and CEO

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(Sept. 9, 2022) – Cross Insurance, one of the largest independent insurance providers in the Northeast, announced today that Jonathan Cross is now President and CEO of the company, a position from which he will oversee the strategic growth and planning of the family-owned and operated insurance agency headquartered in Bangor, Maine. He will succeed his father, Royce Cross, as CEO. Royce will continue to serve as Chairman for Cross Insurance.

“Our agency is extremely proud of our ongoing legacy and there is no one better suited than Jonathan to carry us forward as we continue towards our long-term strategic goals,” said Royce Cross. “Jonathan’s personal values of integrity and hard work, along with his business acumen and vision of where our agency is headed exemplify the leadership skills that will make him successful in this new role.”  

Jonathan is the third generation of the Cross family to oversee the company and has served as President since 2020. He first started working for the family’s business part time when he was young helping with numerous projects at the Bangor headquarters, and then became a full-time licensed agent after graduating from Husson University in 1998. He worked for many years alongside his grandfather and company founder Woodrow W. Cross, his father Royce, late uncle Brent, and cousin Woodrow Cross II. As an integral part of the Cross team, he has played a critical role in the expansion of Cross’s insurance services and capabilities, which now span beyond the Northeast and count roughly 1,000 employees, working in more than 50 offices.

“I am excited to lead Cross Insurance in its next phase,” said Jonathan Cross. “For six decades, my grandfather guided this company from its start with his legendary work ethic and inspiring entrepreneurism. He had incredible vision for business, community and an understanding of the right thing to do. My father has closely followed that example in his decades as chief executive of the company. Under my father’s leadership, we’ve created a family-driven culture while establishing ourselves as one of the largest insurance brokers in the country. I am proud to have the opportunity to continue in that tradition.”        

Jonathan brings years of hands-on insurance experience to his new role. His focus on client satisfaction and people development are a legacy of the company that has endured for generations. “I look forward to working with our leadership team across the entire Cross family of offices. I know we will maintain and achieve successful results as we expand the company’s footprint in its core markets while also reaching new markets in the coming years,” added Jonathan.

Born in Bangor and raised in Brewer, Jonathan holds a Bachelor of Business Administration from Husson University. He has been an active participant on several boards and organizations throughout his professional career. He enjoys spending time with his wife, Sherri and their two children, Taylor and Dylan.

Cross Insurance has a proud tradition of serving clients, both large and small, with the honesty, fairness, and diligence they deserve.