Captive Accounting Manager

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Posted Oct 22, 2026

Remote · Vermont Full Time

$100K – $120K/yr

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Overview

This role manages 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 portfolio size and complexity vary by client.

The position serves as a focal point for senior management and clients and offers opportunities to develop strategic and consulting capabilities.

This is a remote role; however, the candidate must be based in Vermont per State requirement.

Responsibilities

Advise on compliance requirements, investment regulations, and current accounting developments that affect 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 captive client groups in accordance with GAAP, IFRS, SAP, and modified GAAP.
Perform and/or review all accounting necessary to maintain captive clients, including:
- General ledger preparation/review
- Reconciliations
- Customized financial and managerial reporting
Follow established guidelines, checklists, and procedures to ensure managed companies remain compliant and internal controls are followed.
Provide training, oversight, and development for teammates.
Coordinate with service providers, including auditors, actuaries, tax authorities, regulators, investment professionals, lawyers, TPAs, and bankers.
Prepare and/or review regulatory filings, premium tax returns, and NAIC filings.
Conduct substantive audit reviews and compliance testing, including drafting and reviewing audit reports.
Monitor cash flow, prepare budgets, and produce ad hoc reports.
Use multiple accounting systems (including QuickBooks and Gain) to prepare financial statements according to the appropriate accounting basis.
Maintain an appropriate level of confidentiality for all processed information.
Follow all organizational policies and procedures.
Maintain current knowledge of accounting, insurance, and regulatory issues impacting captives.
Perform other duties as assigned.

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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.
Ability to conduct accounting research.
CPA designation preferred.
Ability to use initiative and good judgment to complete tasks with minimal errors.
Excellent listening, interpersonal, and customer service skills.
Proficiency with personal computers and applications for data entry, word processing, and spreadsheets (Microsoft Office applications).

Preferred Qualifications

CPA designation.

Compensation & Benefits

Compensation: $100,000 – $120,000 / year.
Medical, dental, and vision plans.
401(k) plan with employer matching.
Time-off policies, including 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.
Benefit offerings, eligibility, and required employer contributions may vary based on role, classification, and applicable federal, state, and local laws, including those tied to an employee’s primary work location.
Where required by law: paid sick leave, paid family and parental leave, and other mandated benefits in accordance with applicable state and local requirements.