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[Remote] Captive Account Executive

Work from home Full-time role Hiring

Note: The job is a remote job and is open to candidates in USA. Hylant is a full-service insurance brokerage dedicated to strengthening and protecting the businesses, employees, and communities of its clients. The Captive Account Executive serves as the primary relationship manager for a portfolio of captive insurance company clients, overseeing day-to-day management, governance, financial coordination, and regulatory compliance while acting as a trusted advisor.

Responsibilities

  • Serve as the primary point of contact for assigned captive clients, building strong, consultative relationships with owners, board members, and senior leadership
  • Coordinate and support captive board meetings, including agenda development, preparation of materials, minutes, and follow‑up on action items
  • Provide strategic guidance on captive performance, structure, and long‑term planning
  • Proactively identify client needs, emerging risks, and opportunities for program optimization
  • Oversee day‑to‑day captive operations, ensuring adherence to governance documents, business plans, and service agreements
  • Monitor underwriting results, loss experience, reserves, and program performance in partnership with actuaries and claims administrators
  • Coordinate with fronting carriers, reinsurers, brokers, and third‑party administrators (TPAs) as applicable
  • Support formation, restructuring, expansion, or run‑off of captive programs as needed
  • Review and coordinate preparation of financial statements, management reports, and regulatory filings
  • Serve as liaison with auditors, actuaries, tax providers, and regulators
  • Ensure compliance with domicile laws and regulations, including annual filings, premium taxes, and licensing requirements
  • Assist with capital planning, dividend strategies, and solvency monitoring
  • Partner with internal accounting, compliance, and advisory teams to deliver high‑quality captive management services
  • Contribute to continuous improvement of processes, reporting, and service delivery
  • Mentor junior captive professionals and support team development where applicable
  • Support new captive formations or expansions through technical expertise and client presentations
  • Participate in client meetings, industry events, and thought leadership initiatives
  • Identify opportunities to expand services with existing captive clients

Skills

  • Bachelor's degree in Risk Management, Insurance, Finance, Accounting, Business, or a related field
  • 7+ years of experience in captive insurance management, commercial insurance, risk management, or a related discipline
  • Strong understanding of captive insurance structures, governance, and operations, prior experience working with Risk Retention Groups preferable
  • Experience working directly with senior clients, boards, or executive stakeholders
  • Excellent written, verbal, and presentation skills
  • Professional designations such as ACI, CPCU, ARM, or progress toward certification
  • Experience working with domestic and/or international captive domiciles
  • Knowledge of reinsurance structures and fronting arrangements
  • Client‑focused, consultative mindset
  • Strong financial and analytical acumen
  • Highly organized with the ability to manage multiple clients and deadlines
  • Ability to translate technical insurance and financial concepts into clear, actionable insights
  • Proven problem‑solving and decision‑making skills
  • Collaborative and adaptable in a dynamic environment
  • Periodic travel for client meetings, board meetings, and domiciliary visits

Company Overview

  • Hylant is a full-service insurance brokerage. It was founded in 1935, and is headquartered in Toledo, Ohio, USA, with a workforce of 1001-5000 employees. Its website is http://www.hylant.com.
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