Captive Accounting Manager

Overview

This role involves managing the day-to-day accounting activities for an increasingly complex portfolio of captive insurance clients, which may include risk retention groups, insurance reciprocal exchanges, and/or other complex structures. The number of entities handled varies based on account complexity.

You will serve as a focal point for senior management and clients, with opportunities to develop strategic and consulting skills. While the position is remote, the candidate must be based in Vermont per State requirement.

Application Deadline: 26 February 2027
Location: Williston, VT
Compensation: $100,000 - $120,000 / year
Department: Business Support

Responsibilities

• Provide advice on compliance requirements, investment regulations, and current accounting developments affecting clients.
• Present financial information at client, shareholder, and/or Board of Director meetings.
• Prepare and/or review monthly financial statement packages and management reviews for a group of captive clients, in accordance with GAAP, IFRS, SAP, and modified GAAP.
• Perform and/or oversee all accounting necessary to maintain captive clients, including general ledger preparation and review, reconciliations, and customized financial and managerial reporting.
• Follow established guidelines, checklists, and procedures to ensure managed companies remain compliant and internal controls are followed.
• Train, oversee, and develop teammates.
• Coordinate with service providers including auditors, actuaries, tax authorities, regulators, investment professionals, lawyers, TPAs, and bankers; act as the primary client point person.
• Prepare and/or review regulatory filings, premium tax returns, and NAIC filings.
• Conduct responsible or substantive audit review and compliance testing, including drafting and reviewing audit reports.
• Monitor cash flow, prepare budgets, and generate ad hoc reports.
• Work with multiple accounting systems, including QuickBooks and Gain, to prepare financial statements in accordance with the appropriate accounting basis.
• Maintain appropriate confidentiality of processed information.
• Follow all organizational policies and procedures.
• Maintain up to date knowledge of accounting, insurance, and regulatory issues affecting captives.
• Perform other duties as assigned.

Requirements

• Bachelor’s degree in Accounting or related field.
• 3-10 years of experience in a position with similar duties.
• Achievement of Associate in Captive Insurance or similar designation.
• Up to date knowledge of GAAP and insurance accounting principles.
• Accounting research capability.
• Ability to use initiative and good judgment in completing tasks with minimal errors.
• Excellent listening, interpersonal, and customer service skills.
• Proficiency with personal computers, including data entry, word processing, and spreadsheet applications (Microsoft Office applications).

Preferred Qualifications

• CPA designation preferred.

Compensation & Benefits

Salary range: $100,000 - $120,000 / year.

Benefits may vary based on role, classification, and applicable federal, state, and local laws, including those tied to an employee’s primary work location. Offerings may include:

• Medical, dental, and vision plans
• 401(k) plan with employer matching
• Discretionary Time Off (DTO) for exempt employees and Paid Time Off (PTO) for non-exempt employees
• Paid holidays
• Life insurance and short-term and long-term disability coverage

Where required by law, paid sick leave, paid family and parental leave, and other mandated benefits are provided in accordance with applicable state and local requirements.

Compliance & Notices

• Any background check or review of criminal history, if applicable to the role, will be conducted only after a conditional offer of employment and in compliance with applicable federal, state, and local laws, including fair-chance hiring requirements.
• Massachusetts notice: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.