Shepherd Insurance Expands Florida Footprint With Arnold Agency Acquisition

May 14, 2026

Indiana-headquartered Shepherd Insurance, ranked as one of the largest groups of independent agencies, has acquired Arnold Insurance in southwest Florida, the company announced.

The partnership will keep the Arnold team in place while giving access to Shepherd’s broader carrier relationships and resources. Kyle Arnold is owner of the agency in Port Charlotte, near Fort Myers. The agency was founded in 2014.

Shepherd, founded in 1977, now has seven Florida agency offices and 45 offices in six states, writing commercial and personal insurance, and offering employee benefits. Quinn Shepherd is CEO.