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

Key Facts

Remote From: 
Full time
Senior (5-10 years)
English

Other Skills

  • People Management
  • Spreadsheets
  • Microsoft Excel
  • Professionalism
  • Calmness Under Pressure
  • Adaptability
  • Analytical Skills
  • Time Management
  • Teamwork
  • Organizational Skills
  • Detail Oriented
  • Mentorship
  • Verbal Communication Skills
  • Problem Solving

Roles & Responsibilities

  • Bachelor's degree in Accounting or a related field
  • 3+ years of progressive accounting experience, preferably supporting insurance or captive insurance entities, with experience across multiple client engagements in an outsourced or public accounting environment
  • Proficiency with automated accounting systems and spreadsheet applications; experience with QuickBooks, Sage or similar general ledger systems; advanced Microsoft Excel
  • CPA license preferred, but not required; strong knowledge of GAAP and statutory accounting principles (SAP)

Requirements:

  • Manage day-to-day and month-end accounting including journal entries for premium revenue recognition, loss reserves and IBNR accruals, prepaid expenses and accrued liabilities, cash and investment accounting, account reconciliations, and complex balance sheet reconciliations
  • Assist with month-end, quarter-end, and year-end close processes and prepare/ review monthly and quarterly financial reporting packages for management and boards; assist with statutory and GAAP-based financial reporting and support regulatory filings
  • 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 preparation and review of annual 1099 filings
  • Develop and implement accounting controls and process improvements; proactively communicate with clients regarding accounting matters, deliverables, and timelines; supervise staff, mentor team members, and manage multiple engagements to ensure quality and timeliness

Job description

Cherry Bekaert, a full-service accounting and advisory firm, is seeking an Experienced Captive Manager and Accountant to join our Finance & Accounting Outsourcing (FAO) practice, supporting clients in the Captive Insurance industry. This role is critical in delivering high-quality outsourced accounting and regulatory filing services across multiple client engagements, with responsibilities for day-to-day accounting and reporting as well as with captive operations and monthly, quarterly, and annual close activities.  The Experienced Senior Accountant will support captive insurance entities with all facets of operational accounting, including general ledger, accounts payable, accounts receivable, payroll coordination, and account reconciliations. The role also is integral in the preparation of monthly and quarterly financial packages (Balance Sheet, Income Statement, and supporting schedules), regulatory reporting, and month-end and year-end financial statements.  This position offers the opportunity to work closely with clients, other captive manager team members, actuaries, and external auditors while mentoring staff and contributing to process improvement initiatives.

Experienced Senior Accountant Responsibilities

  • Prepare day-to-day and month-end accounting support including journal entries in key process areas:
    • 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 timely.
  • 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, including coordination with captive manager team 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.

Experienced Senior Accountant 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.

What you can expect from us:

  • Our shared values that foster inclusion and belonging including uncompromising integrity, collaboration, trust, and mutual respect

  • The opportunity to innovate and do work that motivates and engages you

  • A collaborative environment focused on enabling you to further your career growth and continuous professional development

  • Competitive compensation and a total rewards package that focuses on all aspects of your wellbeing

  • Flexibility to do impactful work and the time to enjoy your life outside of work

  • Opportunities to connect and learn from professionals from different backgrounds and with different cultures

Cherry Bekaert cares about our people. We offer competitive compensation packages based on performance that recognizes the value our people bring to our clients and our Firm. The salary range for this position is listed below. Individual salaries within this range are determined by a variety of factors including but not limited to the role, function and associated responsibilities, a candidate's work experience, education, knowledge, skills, and geographic location.

Pay Range:

Pay from: 103k to 134k

About Cherry Bekaert

Cherry Bekaert, ranked among the largest assurance, tax and advisory firms in the U.S., serves clients across industries in all 50 U.S. states and internationally. For more details, visit https://www.cbh.com/disclosure/ 

Cherry Bekaert provides equal employment opportunities to applicants and employees without regard to race, color, religion, age, sex, sexual orientation, gender identity/expression, national origin, citizenship status, protected veteran status, disability status, or any other category protected by applicable federal, state or local laws. https://careers.cbh.com/legal-disclosures/ contains further information regarding the firm's compliance with federal, state and local recruitment and hiring laws. 

This role is expected to accept applications for at least five calendar days and may continue to be posted until a qualified applicant is selected or the position has been cancelled.   

Candidates must demonstrate eligibility to work in the United States. Cherry Bekaert will not provide work sponsorship for this position. 

Cherry Bekaert LLP and Cherry Bekaert Advisory LLC are members of Allinial Global, an accountancy and business advisory global association. Visit us at  https://careers.cbh.com/ and follow us on LinkedIn, Instagram, Twitter and Facebook.  

© 2026 Cherry Bekaert. All Rights Reserved.

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