Director, Captive Account Management

Capterra Risk Solutions; North Carolina; On-site; USD 85,000 - 115,000; Full time

Benefits offered by this job

Paid time off

Insurance benefits

401k

Bonus earning potential

Job summary

Capterra Risk Solutions is seeking a Sr. Captive Account Executive to deliver captive management and advisory services to clients. This role blends underwriting, risk management, and relationship leadership expertise while coordinating between internal teams and external partners. The ideal candidate has over 6 years of experience in captive insurance or complex risk structures, a Bachelor's degree, and strong communication skills. Flexibility for remote work and periodic travel for client meetings is expected. A competitive compensation package is offered.

Qualifications

• 6+ years of professional experience supporting captive insurance programs or complex risk management structures.
• Experience in property and casualty insurance or underwriting through an insurance carrier, brokerage, or captive management environment.
• Knowledge of captive insurance operations and governance.

Responsibilities

• Deliver captive management and advisory services to clients.
• Provide strategic advisory support to captive clients.
• Manage day-to-day administration of captive programs.

Skills

Risk management

Underwriting expertise

Financial oversight

Relationship leadership

Communication skills

Organizational skills

Education

Bachelor’s degree in business, finance, accounting, risk management, insurance, or a related field

Tools

Microsoft Word

Microsoft Excel

Microsoft PowerPoint

Job description

The Sr. Captive Account Executive delivers captive management and advisory services to Capterra’s clients. This role requires a blend of underwriting and risk management expertise, financial oversight, and relationship leadership, with the ability to act as the central coordinator across internal teams and external partners. Serving as a trusted, strategic resource to boards, owners, and senior stakeholders, the Account Executive manages the day‑to‑day execution of captive programs while ensuring governance, regulatory obligations, and financial activities are addressed in a manner that supports each client’s broader risk and business objectives. As a key member of the Capterra team, this position is critical to delivering a high‑touch, consultative experience to a sophisticated and demanding client base.

Capterra Risk supports a flexible work environment. This role may be performed remotely for candidates with demonstrated experience. Periodic travel for client meetings, board meetings, and other business needs is expected regardless of location. Capterra Risk offers a competitive compensation package which includes salary, paid time off, insurance, 401k and opportunities for bonus earning potential.

Key Responsibilities

Captive Management and Client Advisory

• Provide strategic advisory support to captive clients by evaluating program performance, captive structure, underwriting results, and long‑term objectives, and translating analysis into clear recommendations.
• Assess client programs on an ongoing basis to identify evolving risk exposures, underwriting considerations, operational needs, and opportunities to enhance captive performance and efficiency.
• Manage the day‑to‑day administration of captive programs, ensuring ongoing alignment with governing documents, operating agreements, bylaws, approved business plans, and contractual service arrangements.
• Apply underwriting and risk management expertise to evaluate client exposures, review premium drivers, analyze rating frameworks, and support the development of underwriting analyses for captive programs.
• Coordinate loss experience reporting by collaborating with claims administrators and supporting claims or risk committees as needed.
• Monitor underwriting outcomes, claims trends, reserve adequacy, and overall financial performance in partnership with actuaries and claims professionals.
• Help lead the coordination of business plans, pro formas, underwriting analyses, and supporting documentation required for domicile submissions or captive program changes.
• Serve as the primary liaison between clients, external partners, and professional advisors—including carriers, reinsurers, brokers, TPAs, auditors, actuaries, legal, tax, and regulatory contacts—coordinating communications, responding to inquiries, and supporting compliance obligations.
• Research and respond to requests from clients and related professionals through written correspondence, phone discussions, and in‑person meetings, addressing complex technical and operational questions.
• Prepare reports, presentations, and special projects that may require data gathering, coordination across parties, document drafting, and distribution to stakeholders.
• Mentor and support junior captive professionals by sharing technical knowledge, providing guidance on captive operations, and contributing to team development.

New Captive Formations, Growth & Business Development Support

• Take a proactive, solutions‑oriented approach to identifying new captive opportunities by leveraging market insights, industry trends, and strategic relationships to create meaningful, warm introductions.
• Own opportunities through the full lifecycle—from initial relationship development and strategic discussion through coordination of internal teams and successful execution to close.
• Support new captive formations, restructurings, expansions, and run‑off of programs through technical expertise and client‑facing presentations.
• Participate in prospect meetings, proposal development, and presentations related to captive solutions and outreach.
• Leverage professional networks and industry relationships to help identify and introduce potential new captive clients.

Experience Required

• Bachelor’s degree in business, finance, accounting, risk management, insurance, or a related field.
• 6+ years of professional experience supporting captive insurance programs, commercial insurance, or complex risk management structures, with exposure to underwriting concepts.
• Background in property and casualty insurance, underwriting, or risk management gained through work with an insurance carrier, brokerage, or captive management environment.
• Knowledge of captive insurance operations, governance, and domicile requirements.
• Strong written and verbal communication skills, with the ability to communicate clearly and professionally with clients, boards, and advisors.
• Highly organized with a strong attention to detail and the ability to manage multiple priorities and deadlines.
• Solid financial skills, including the ability to understand underwriting results, actuarial summaries, and financial reports.
• Advanced proficiency with Microsoft Word, Excel, and PowerPoint, and comfort preparing client‑ready documents and presentations.
• Experience coordinating with external professionals such as actuaries, auditors, tax advisors, attorneys, brokers, and service providers.
• Able to work independently, manage longer‑term projects, and balance strategic initiatives with day‑to‑day responsibilities.
• Periodic travel for client meetings, board meetings, and domicile visits.