Vermont Captive Insurance Association (VCIA)
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Location: Chittenden County,
About the Job

Client: Vermont Captive Insurance Association (VCIA)
Website: Position Title: President Location: Burlington, Vermont

The Vermont Captive Insurance Association is seeking a forward thinking, experienced and passionate individual with strong leadership and managerial skills to plan and execute the mission of this national, member-driven association, as well as build relationships with related organizations.

The Vermont Captive Insurance Association (VCIA) was formed by a group of captive owners and managers in 1985 and incorporated as a 501(c) (6) tax-exempt trade association to promote the general welfare of the captive insurance industry in Vermont. As of May 5, 2021, VCIA had a total of 383 member-organizations.

The VCIA serves as a liaison between its members and representatives of the Vermont Departments of Financial Regulation, and Economic Development; the Vermont General Assembly; Vermont’s Congressional delegation; and Federal agencies. Additionally, the VCIA maintains strong communications and strategic relationships with other domiciles and related trade associations on issues of importance to the captive industry. Nationally recognized as the leading captive association in the U.S., the VCIA is uniquely positioned to address new challenges and opportunities to the captive industry not only in Vermont but throughout the country.

As Chief Executive Officer, the President reports directly to the Board of Directors and is responsible for leading the association in all its efforts to fulfill VCIA’s mission to its members. Reporting directly to the President are six staff focused on finance, education and events, membership and marketing, communications, and administrative services. The President of VCIA serves as the public face and voice of the association and is one of the preeminent leaders in the captive insurance industry nationwide. Working in concert with the Board of Directors, the President plays a key role in helping to define strategic opportunities for the association and the captive industry. The VCIA has committees and task forces, which provide important resources and services to the membership. These volunteer committees and task forces are responsible to and report to the Board of Directors through VCIA staff. Salary is commensurate with experience.

• Keeps the Board of Directors and staff fully informed on the condition of the Association and all issues influencing the leadership and its members. Attends and reports at all Board of Directors meetings.
• Formulates and recommends to the Board of Directors modifications to existing policy and formulation of new policy which will further the attainment of the objectives of the Board of Directors.
• Develops and promotes interest and participation in the programs on the part of its members through the communication media of the Association and personal contacts with the membership.
• Manages all legislative and lobbying efforts on behalf of the Association, including coordination with contracted lobbyists.
• With input from the Finance Committee, oversees the development of the annual budget of the Association approved by the Board of Directors.
• Monitors the budget throughout the year. Ensures that all funds, physical assets, and other property of the Association are appropriately safeguarded and administered. Approves all budget expenditures except when other assignment of expenditure is specifically made.
• Invests the reserves of the Association with the advice of the Finance Committee in accordance with established policy.
• Responsible for oversight of the Director of Finance in administering all financial management responsibilities including the payment of bills, depositing money, preparing and analyzing internal financial statements and annual audit or review, authorizing payroll and signing company tax returns.
• Ensures the Association is in full compliance with all local, state, and federal rules governing corporate and program activities.
• Recruits, oversees, and manages the Association staff with full responsibility for compensation, promotion or termination. Conducts annual staff reviews and is skilled at keeping staff engaged and productive, including in remote work circumstances.
• Maintains effective relationships with the executives of associations, businesses, and industries related to the captive insurance industry.
• Stays informed and up to date in the field of captive insurance through the review of all regular and special publications of the profession, and attendance at professional meetings and conferences.
• Stays informed and up to date on the profession of Association management through membership in the American Society of Association Executives.
• Carries out other responsibilities and duties as assigned by the Board of Directors.
• Provides guidance on content for webinars and all other events.
• With the Director of Education and Programs, plans, and conducts the annual membership meeting and conference including the RFP process, hotel negotiations, development of marketing campaign, program development, and revenue generation.
• Provides guidance to committee and task force liaisons (staff) and chairs as needed.
• Interacts regularly with State of Vermont officials and regulators, as well as with all necessary Federal agencies.

• Professional, respectful, and tactful demeanor.
• Personal and professional ethics beyond reproach.
• Bachelor’s degree in discipline that promotes business acumen and working with people.
• The Certified Association Executive (CAE) credential is highly desirable.
• Seven to ten years association management or relevant professional experience.
• General knowledge of the captive insurance industry is desirable.
• Polished verbal communication skills, including interpersonal, presentation, writing and public speaking skills. Ability to communicate complex professional and advocacy issues.
• Knowledge of finance, marketing, and small business management.
• Strong staff management skill, including for remote work, team leadership skills, and experience in succession planning.
• Adept at thinking creatively and bringing new ideas and a fresh perspective to the association’s membership.
• Currently reside in or be willing to relocate (relocation assistance is provided) to Vermont.
• Travel to industry conferences and meetings within the United States and internationally.

Vermont Captive Insurance Association has retained Gallagher, Flynn, & Company, LLP to conduct this search. Interested candidates are encouraged to apply by sending an introductory email and resume to Shane Capron, Director, Talent Acquisition at While we appreciate all interest in this outstanding opportunity, only candidates who are most closely aligned with our search will be contacted.

Disclaimer: What is listed above is representative of the responsibilities of the position but are not meant to be an exhaustive list. Responsibilities may change during employment at the company’s discretion. Gallagher, Flynn & Company, LLP and Vermont Captive Insurance Association do not discriminate in employment based on race, color, religion, sex (including pregnancy and gender identity), national origin, political affiliation, sexual orientation, marital status, disability, genetic information, age, membership in an employee organization, parental status, military service, or other non-merit factor.

Employer's Approach to Diversity, Equity, & Belonging

Like most organizations, VCIA seeks to broaden the perspectives at all levels, but especially leadership positions, for women, the LGBTQ community, and the BIPOC (Black, Indigenous and people of color) community. Diversifying and creating an inclusive environment is a huge and important step, however, becoming anti-racist and being more proactive in confronting gender imbalance and other inequities requires a sometimes-uncomfortable recognition of the inherent biases in our industry, and within ourselves as well.