Senior Associate, Finance & Accounting Outsourcing (Captive Insurance Industry)

Overview

An accounting and advisory firm is seeking an Experienced Captive Manager and Accountant to join their Finance & Accounting Outsourcing (FAO) practice. This role supports clients in the Captive Insurance industry by delivering high-quality outsourced accounting and regulatory filing services across multiple client engagements. The position involves day-to-day accounting, reporting, captive operations, and monthly, quarterly, and annual close activities.

Responsibilities

• Prepare day-to-day and month-end accounting support including journal entries in key areas such as:
  • Premium revenue recognition
  • Loss reserves and IBNR accruals
  • Prepaid expenses and accrued liabilities
  • Cash and investment accounting
  • Account reconciliations and supporting schedules
• Perform complex balance sheet reconciliations and resolve reconciling items promptly
• Assist with month-end, quarter-end, and year-end close processes for captive insurance clients
• Prepare and review monthly and quarterly financial reporting packages for management and boards
• Develop and maintain a strong understanding of each assigned client’s operations, captive structure, and accounting system
• Assist with statutory and GAAP-based financial reporting as applicable
• Support regulatory filings and compliance requirements for captive insurance entities, coordinating with captive manager teams and domiciliary regulators
• Collaborate with actuaries and third-party administrators (TPAs) to support loss reserve analysis and claims data reconciliation
• Assist external auditors and tax advisors by preparing schedules, explanations, and supporting documentation for audits and tax filings
• Assist in the preparation and review of annual 1099 filings
• Recommend, design, and implement accounting controls, policies, and process improvements
• Communicate proactively with clients regarding accounting matters, deliverables, and timelines

Supervisory Responsibilities

• Review and supervise Staff Accountants’ work, including journal entries, reconciliations, and operational accounting activities
• Coach and mentor staff through engagement execution and professional development
• Distribute client requests and projects to team members and manage deadlines across multiple engagements
• Ensure quality, accuracy, and timeliness of deliverables in a fast-paced, client-service environment

Requirements

• Bachelor’s degree in Accounting or a related field
• 3+ years of progressive accounting experience, preferably supporting insurance or captive insurance entities
• Experience working with multiple clients or engagements in an outsourced or public accounting environment preferred
• Proficiency with automated accounting systems and spreadsheet applications; experience with QuickBooks, Sage, or similar general ledger systems preferred
• Advanced proficiency in Microsoft Excel
• Strong understanding of GAAP and statutory accounting principles (SAP)
• Knowledge of captive insurance operations, including:
  • Premium and underwriting income
  • Loss reserves and claims-related accounting
  • Reinsurance and fronting arrangements
  • Investment accounting
  • Surplus, capital, and equity accounts
• Excellent verbal and written communication skills
• Highly detail-oriented with strong analytical and problem-solving abilities
• Proven ability to manage multiple engagements and competing deadlines
• Strong organizational and time-management skills
• Ability to work independently and collaboratively as part of a team
• Flexible and adaptable in a fast-paced, client-focused environment
• Demonstrated professionalism, strong ethics, and a calm demeanor under pressure
• CPA license preferred but not required

Compensation & Benefits

• Salary range: $103,000 to $134,000 annually
• Competitive compensation packages based on performance
• Total rewards package focusing on all aspects of wellbeing
• Opportunities for career growth and continuous professional development
• Flexible work arrangements to balance impactful work and personal life

Location & Eligibility

• Candidates must demonstrate eligibility to work in the United States
• Work sponsorship will not be provided for this position

This role involves supporting clients across multiple engagements within the captive insurance industry and requires strong accounting expertise, supervisory skills, and the ability to manage regulatory and financial reporting requirements.