Dillingham Insurance

Dillingham Insurance, a fourth-generation family firm headquartered at One Grand Center in downtown Enid, has been writing coverage for Oklahoma people and businesses since Tom G. Dillingham opened the agency in 1927. The practice now works as an integrated consulting shop, pairing commercial insurance, personal lines, employee benefits, HR support, and risk management for clients in energy, agriculture, transportation, financial services, and manufacturing. Independent access to domestic and foreign carriers lets the team build sector-specific programs instead of handing every account the same off-the-shelf policy. From Enid the firm has grown into Oklahoma City, Tulsa, Woodward, and beyond, while remaining locally led by the Dillingham family and a professional bench that includes CEO Jason Willeford. Nearly a century in, the agency still sells itself the way it started: relationships first, with the scale to protect both Main Street households and complex commercial risks.