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Director Captive Insurance Jobs (NOW HIRING)

Direct the financial and operational management of the organization's captive insurance vehicle with external managers, actuaries, and regulators. * Lead high-exposure claims and litigated matters ...

Direct the financial and operational management of the organization's captive insurance vehicle with external managers, actuaries, and regulators. * Lead high-exposure claims and litigated matters ...

Finance Director

Springfield, IL · On-site

$175K - $215K/yr

The Finance Director plays a critical role in mergers and acquisitions, capital planning, captive insurance modeling, real estate financial management, and enterprise-wide budgeting and forecasting.

... directors and officers, cyber, pollution, automobile, workers' compensation, and other executive ... Captive, Risk Financing, and Financial Leadership * Lead the strategy, structure, governance, and ...

... directors and officers, cyber, pollution, automobile, workers' compensation, and other executive ... Captive, Risk Financing, and Financial Leadership * Lead the strategy, structure, governance, and ...

Finance Director

Champaign, IL · On-site

$175K - $215K/yr

The Finance Director plays a critical role in mergers and acquisitions, capital planning, captive insurance modeling, real estate financial management, and enterprise-wide budgeting and forecasting.

The Finance Director plays a critical role in mergers and acquisitions, capital planning, captive insurance modeling, real estate financial management, and enterprise-wide budgeting and forecasting.

The Finance Director plays a critical role in mergers and acquisitions, capital planning, captive insurance modeling, real estate financial management, and enterprise-wide budgeting and forecasting.

Finance Director

Peoria, IL · On-site

$175K - $215K/yr

The Finance Director plays a critical role in mergers and acquisitions, capital planning, captive insurance modeling, real estate financial management, and enterprise-wide budgeting and forecasting.

The Finance Director plays a critical role in mergers and acquisitions, capital planning, captive insurance modeling, real estate financial management, and enterprise-wide budgeting and forecasting.

Showing results 41-60

Director Captive Insurance information

See salary details

$11K

$80.9K

$148.5K

How much do director captive insurance jobs pay per year?

As of Sep 13, 2026, the average yearly pay for director captive insurance in the United States is $80,864.00, according to ZipRecruiter salary data. Most workers in this role earn between $60,000.00 and $93,000.00 per year, depending on experience, location, and employer.

What are the roles and responsibilities of a director captive insurance?

A Director of Captive Insurance oversees the management and operation of a captive insurance company, which is an insurance company established by a parent firm to insure its own risks. Their responsibilities include regulatory compliance, financial oversight, risk assessment, and ensuring the efficient administration of the captive. They also interact with regulators, auditors, and company leadership to ensure the captive meets its intended goals and adheres to legal requirements. Additionally, they may help design insurance programs and analyze loss trends to optimize risk management strategies.

What are the key skills and qualifications needed to thrive as a director captive insurance?

To thrive as a Director of Captive Insurance, you need expertise in risk management, insurance regulations, and financial analysis, often backed by a bachelor's degree in finance, business, or a related field. Familiarity with insurance management systems, captive insurance software, and relevant certifications like ARM (Associate in Risk Management) or CPCU (Chartered Property Casualty Underwriter) is highly valued. Strong leadership, strategic thinking, and effective communication skills are essential for managing teams and collaborating with stakeholders. These skills are critical for effectively overseeing captive operations, ensuring regulatory compliance, and optimizing risk financing strategies.

What are the primary challenges faced by a director captive insurance when managing compliance across multiple jurisdictions?

A Director of Captive Insurance often faces the challenge of navigating complex and constantly evolving regulatory requirements that differ across jurisdictions. Staying compliant involves regularly monitoring changes in laws, maintaining thorough documentation, and coordinating with legal and compliance teams to ensure all filings and reporting deadlines are met. This role requires strong attention to detail, proactive communication with regulators, and the ability to adapt quickly to new compliance landscapes. Collaborating with external advisors and leveraging technology can help streamline these processes and mitigate risks.

What is the difference between Director Captive Insurance vs Underwriting Manager?

AspectDirector Captive InsuranceUnderwriting Manager
CredentialsInsurance licenses, industry certificationsInsurance licenses, underwriting certifications
Work EnvironmentCorporate, captive insurance companiesInsurance companies, brokerage firms
Employer & Industry UsageCaptive insurance providers, risk management firmsInsurance carriers, brokerage firms

The main difference is that a Director Captive Insurance oversees the management of captive insurance entities, focusing on risk retention strategies, while an Underwriting Manager handles the assessment and pricing of insurance policies within traditional insurance companies. Both roles require industry licenses and work within the insurance sector, but their focus areas and responsibilities differ significantly.

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What cities are hiring for Director Captive Insurance jobs?

Cities with the most Director Captive Insurance job openings:

What are the most commonly searched types of Captive Insurance jobs?

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What are popular job titles related to Director Captive Insurance jobs?

For Director Captive Insurance jobs, the most frequently searched job titles are:

Infographic showing various Director Captive Insurance job openings in the United States as of September 2026, with employment types broken down into 1% As Needed, 74% Full Time, 19% Part Time, and 6% Contract. Highlights an 88% Physical, 1% Hybrid, and 11% Remote job distribution, with an average salary of $80,864 per year, or $38.9 per hour.

Senior Structurer - Captive Fronting & Services (ART)

Armonk, NY • On-site

Swiss Re
Insurance Services

Full-time

Re-posted 13 days ago


Job description

Location: New York, NY or Armonk, NY 
________________________________________

Are you a seasoned insurance professional with a passion for crafting innovative, bespoke risk transfer solutions? Do you thrive at the intersection of strategy, structuring, and client relationships - working with some of the world's most sophisticated corporates? If so, this is your opportunity to make a meaningful impact at Swiss Re Corporate Solutions.
________________________________________

About the Role


As a Senior Structurer within the Captive Fronting & Services team, you will be at the heart of Swiss Re Corporate Solutions' global captive strategy - designing and delivering tailored fronting solutions for large corporates and their captives across the world. This is a high-visibility, high-impact role where your expertise, creativity, and market relationships will directly shape the growth and evolution of our Alternative Risk Transfer business. You will work within a collaborative team of specialists, coordinating across the International Desk, Operations, Legal, Credit Risk Management, and other key functions to ensure that every solution is structured and executed to the highest market standards.

Key Responsibilities


   Drive global captive strategy by playing a central role in the continued execution of Swiss Re Corporate Solutions' captive fronting business development and growth agenda
   Develop and manage bespoke captive fronting solutions on a global basis, targeting large corporates and their captive insurance vehicles
   Build and maintain direct relationships with key stakeholders including Risk Managers, Brokers, Customer Managers, and internal cross-functional teams involved in global fronting arrangements
   Own the P&L account, including deal monitoring, portfolio management, and delivery against pre-agreed performance targets
   Support origination, structuring, and execution activities across the Captive Fronting & Services team, contributing to the full deal lifecycle
   Coordinate cross-functional collaboration with colleagues across the International Desk, Operations, Legal, Credit Risk Management, and other applicable functions to ensure compliant and market-aligned execution
   Navigate complex program considerations including regulatory, compliance, collateral, tax, and cash management for single carrier and coinsurance panel international programs


________________________________________

About the Team


The Alternative Risk Transfer (ART) Captive Fronting & Services team at Swiss Re Corporate Solutions is a dynamic, close-knit group of experts dedicated to delivering innovative and bespoke risk transfer solutions to large global corporates. We operate at the forefront of the captive insurance market, partnering with clients and brokers to design fronting arrangements that are as unique as the risks they cover. Our team thrives on intellectual curiosity, cross-functional collaboration, and a shared commitment to excellence - and we're growing.


________________________________________

About You


You are a confident, commercially minded professional who brings deep technical expertise in international insurance programs and a genuine passion for structuring complex, non-standard risk solutions. You are as comfortable presenting to C-suite partners as you are diving into the technical details of a multi-jurisdictional fronting arrangement. You bring a collaborative spirit, a broad industry network, and an entrepreneurial mindset that drives you to challenge the status quo and pursue new business opportunities with energy and purpose.
We are looking for candidates who meet these requirements:


   Minimum 5 years of experience in fronting and international insurance programs, with a solid understanding of single carrier and coinsurance panel international program structuring - including regulatory, compliance, collateral, tax, and cash management considerations
   Significant and varied experience in the direct insurance market, whether in Underwriting, Risk Management, or Insurance Marketing, complemented by hands-on experience in structuring and executing non-standard risk transfer solutions
   Proven ability to engage and do business at the C-suite level, with strong communication and negotiation skills across diverse, multicultural, and cross-functional environments
These are additional nice to haves:
   Broad industry network with brokers and corporate risk managers, enabling effective origination and relationship-driven business development
   Curiosity and an open, innovative mindset - you question current paradigms, generate new insights, and are passionate about exploring and pursuing business ideas
   Outstanding interpersonal and networking skills, with the ability to build meaningful professional relationships at all levels of an organization and across functional areas
   Experience working in a multi-cultural, international environment across multiple time zones and regulatory frameworks
   Familiarity with captive insurance structures, including rent-a-captive, pure captive, and protected cell arrangements


________________________________________

Our company has a hybrid work model where the expectation is that you will be in the office at least three days per week. 


The estimated base salary range for this position is $136,000 to $204,000. The specific salary offered for this, or any given role will take into account a number of factors including but not limited to job location, scope of role, qualifications, complexity/specialization/scarcity of talent, experience, education, and employer budget. At Swiss Re, we take a "total compensation approach" when making compensation decisions. This means that we consider all components of compensation in their totality (such as base pay, short- and long-term incentives, and benefits offered), in setting individual compensation.

About Swiss Re Corporate Solutions 

Swiss Re is one of the world's leading providers of reinsurance, insurance and other forms of insurance-based risk transfer. We anticipate and manage risks, from natural catastrophes and climate change to cybercrime.
Swiss Re Corporate Solutions is the commercial insurance arm of the Swiss Re Group. We offer innovative insurance solutions to large and midsized multinational corporations from our approximately 50 locations worldwide. We help clients mitigate their risk exposure, whilst our industry-leading claims service provides them with additional peace of mind.
Our success depends on our ability to build an inclusive culture encouraging fresh perspectives and innovative thinking. Swiss Re Corporate Solutions embraces a workplace where everyone has equal opportunities to thrive and develop professionally regardless of their age, gender, race, ethnicity, gender identity and/or expression, sexual orientation, physical or mental ability, skillset, thought or other characteristics. In our inclusive and flexible environment everyone can bring their authentic selves to work and their passion for sustainability.
If you are an experienced professional returning to the workforce after a career break, we encourage you to apply for open positions that match your skills and experience.
Swiss Re is an equal opportunity employer. It is our practice to recruit, hire and promote without regard to race, religion, color, national origin, sex, disability, age, pregnancy, sexual orientations, marital status, military status, or any other characteristic protected by law. Decisions on employment are solely based on an individual's qualifications for the position being filled.
During the recruitment process, reasonable accommodations for disabilities are available upon request. If contacted for an interview, please inform the Recruiter/HR Professional of the accommodation needed.
 

We may use AI-powered tools to support the review and evaluation of applications for this position. These tools provide additional insights to our recruitment teams, but all hiring decisions are carefully reviewed and made by people. To learn more about how we use AI in recruitment and how we handle your personal data, please review our Data Privacy Statement before applying.

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