Grady Marshall

Grady Marshall

Chief Operating Officer

Grady Marshall serves as Chief Operating Officer of Captives.Insure, bringing more than 18 years of insurance and alternative risk experience to the organization. Throughout his career, Grady has specialized in developing innovative captive insurance strategies that help businesses take greater control of their risk, insurance programs, and long-term financial outcomes.

Grady Marshall headshot

With extensive experience in the formation, development, and management of captive insurance companies, Grady has been involved in more than 50 captive programs across a diverse range of industries. His background combines alternative risk strategy, program development, underwriting, operations, regulatory coordination, risk management, and business development.

As COO of Captives.Insure, Grady is focused on building the operational infrastructure, strategic partnerships, and scalable solutions necessary to make captive insurance more accessible and understandable to businesses and their advisors. He works closely with business owners, insurance professionals, actuaries, attorneys, underwriters, regulators, and captive management partners to transform complex risk challenges into practical alternative risk solutions.

Grady believes the most successful captive programs go beyond purchasing insurance. When properly designed and managed, a captive can become a powerful risk management and financial strategy, giving organizations greater transparency into their insurance costs, greater control over their risk programs, and the opportunity to participate more directly in favorable underwriting results.

His approach is centered on education, transparency, innovation, and long-term relationships. Rather than beginning with a predetermined structure, Grady focuses first on understanding an organization's risks, objectives, and existing insurance program, then determining whether a captive or alternative risk strategy can create meaningful value.

At Captives.Insure, Grady is helping build a platform designed around a simple objective: make sophisticated alternative risk solutions easier to understand, evaluate, implement, and manage.

He remains passionate about advancing the captive insurance industry, developing new solutions, strengthening strategic partnerships, and helping organizations rethink the way they finance and manage risk.