In this video, Courtney Boles of Management Services International outlines three essential elements of strategic planning that drive the success of a captive insurance company: defining goals, building the right team, and maintaining strong documentation. The discussion begins with identifying the captive's purpose and aligning it with broader business objectives. Operational structure and efficiency should reflect these goals to ensure that the captive supports—not distracts from—the organization's mission. The second focus is assembling both internal and external participants. Externally, key partners may include actuaries, auditors, captive managers, and third-party administrators. Internally, collaboration across departments—from finance to operations and human resources—can strengthen the captive's integration and results. Finally, the video emphasizes documenting strategy and operational procedures. Written plans, feasibility studies, and business plans help guide decision-making, ensure accountability, and provide a framework for long-term success.