Jonathan Cross

Executive Vice President

About Jonathan

A veteran of the insurance industry, Jonathan joined his father, Royce, and his grandfather, Woodrow, in the family business in 1995.  Through several roles within the agency, Jonathan learned the core principals of the business and now plays a critical part in agency growth.  In Jonathan's time as Senior Account Executive, he was recognized as a Cross Insurance Presidents Club Winner six times, a prestigious award for top producers at the company.

Throughout his career, Jonathan has brought his own entrepreneurial vision along-side the family’s unparalleled work-ethic that has proven strong in the three generations of leadership at the company.  In his current role as Executive Vice President, at Cross Insurance’s corporate headquarters in Bangor, Maine, Jonathan’s responsibilities vary, encompassing many facets integral to the growth of the company, including business development by encouraging and promoting professional development within sales teams, new talent procurement, acquisitions, marketing and brand development, corporate finance oversight, and corporate structure development.

Jonathan proudly extends his leadership acuity to his community and is an active volunteer with his local church youth program, and very often directly oversees the charitable donations and initiatives of Cross Insurance.

Jonathan and his wife, Sherri Cross live in Brewer, Maine with their two children.  Outside of the workplace, Jonathan can be found spending time with his family, at various youth sporting events, and even coaching the local lacrosse team.