About True Captive True Captive Insurance is a national medical stop-loss captive serving employers with 50-1,000 employees. We believe in healthcare that's personal and insurance that isn't ...
About True Captive True Captive Insurance is a national medical stop-loss captive serving employers with 50-1,000 employees. We believe in healthcare that's personal and insurance that isn't ...
... defense firms. * Assist the Director of Corporate & Captive Insurance (Director) with ... administrating all commercial lines of coverage, including all claims activities associated with ...
... defense firms. * Assist the Director of Corporate & Captive Insurance (Director) with ... administrating all commercial lines of coverage, including all claims activities associated with ...
National Sales Director
Overland Park, KS · On-site
About True Captive True Captive Insurance is a national medical stop-loss captive serving employers with 501,000 employees. We believe in healthcare thats personal and insurance that isnt complicated.
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National Sales Director
Overland Park, KS · On-site
About True Captive True Captive Insurance is a national medical stop-loss captive serving employers with 501,000 employees. We believe in healthcare thats personal and insurance that isnt complicated.
Senior Accountant - Captive and Insurance Management
Honolulu, HI · Hybrid
$73K - $91K/yr
Our 500 + captive insurance professionals manage over 1,000 captive insurance companies across 39 ... You will have direct contact with client contacts within the corporate controllership, risk ...
Senior Accountant - Captive and Insurance Management
Honolulu, HI · Hybrid
$73K - $91K/yr
Our 500 + captive insurance professionals manage over 1,000 captive insurance companies across 39 ... You will have direct contact with client contacts within the corporate controllership, risk ...
Director, Risk & Insurance
Evanston, IL · On-site
$13/hr
The Director, Risk and Insurance manages Northwestern's insurance and risk finance programs, a ... Captive Insurance Management * Acts as the Secretary/Assistant Secretary for the University ...
Director, Risk & Insurance
Evanston, IL · On-site
$13/hr
The Director, Risk and Insurance manages Northwestern's insurance and risk finance programs, a ... Captive Insurance Management * Acts as the Secretary/Assistant Secretary for the University ...
... insurance vehicles • Build and maintain direct relationships with key stakeholders including Risk Managers, Brokers, Customer Managers, and internal cross-functional teams involved in global ...
... insurance vehicles • Build and maintain direct relationships with key stakeholders including Risk Managers, Brokers, Customer Managers, and internal cross-functional teams involved in global ...
... 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 ...
... 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 ...
... 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 ...
... 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 ...
At the discretion of clients, this position may serve as a Director, Officer, and/or equivalent position with various captive insurance clients. Manage, delegate, and review work of Account ...
At the discretion of clients, this position may serve as a Director, Officer, and/or equivalent position with various captive insurance clients. Manage, delegate, and review work of Account ...
At the discretion of clients, this position may serve as a Director, Officer, and/or equivalent position with various captive insurance clients. Manage, delegate, and review work of Account ...
At the discretion of clients, this position may serve as a Director, Officer, and/or equivalent position with various captive insurance clients. Manage, delegate, and review work of Account ...
An innovative firm is seeking a dynamic Sales Leader to expand its national footprint in the healthcare insurance sector. This role involves leading sales strategy, managing a sales team, and ...
An innovative firm is seeking a dynamic Sales Leader to expand its national footprint in the healthcare insurance sector. This role involves leading sales strategy, managing a sales team, and ...
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.
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.
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
Frisco, TX · On-site
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
Frisco, TX · On-site
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
Waukee, IA · On-site
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
Waukee, IA · On-site
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
Lisle, 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.
Finance Director
Lisle, 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.
Finance Director
Normal, 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.
Finance Director
Normal, 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.
Finance Director
Lisle, IL · On-site
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
Lisle, IL · On-site
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.
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.
Director Captive Insurance information
See salary details
$11K - $23.5K
0% of jobs
$23.5K - $36K
0% of jobs
$36K - $48.5K
0% of jobs
$54.9K is the 25th percentile. Wages below this are outliers.
$48.5K - $61K
48% of jobs
The median wage is $62.6K / yr.
$61K - $73.5K
12% of jobs
$73.5K - $86K
9% of jobs
$89.5K is the 75th percentile. Wages above this are outliers.
$86K - $98.5K
18% of jobs
$98.5K - $111K
4% of jobs
$111K - $123.5K
0% of jobs
$123.5K - $136K
0% of jobs
$136K - $148.5K
8% of jobs
$11K
$80.9K
$148.5K
How much do director captive insurance jobs pay per year?
As of Jul 11, 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 Director Captive Insurance roles and responsibilities?
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 primary challenges faced by a Director of 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?
| Aspect | Director Captive Insurance | Underwriting Manager |
|---|---|---|
| Credentials | Insurance licenses, industry certifications | Insurance licenses, underwriting certifications |
| Work Environment | Corporate, captive insurance companies | Insurance companies, brokerage firms |
| Employer & Industry Usage | Captive insurance providers, risk management firms | Insurance 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.
What are the key skills and qualifications needed to thrive as a Director of Captive Insurance, and why are they important?
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.
More about Director Captive Insurance jobs
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? The most popular types of Captive Insurance jobs are:
What states have the most Director Captive Insurance jobs? States with the most job openings for Director Captive Insurance jobs include:
What job categories do people searching Director Captive Insurance jobs look for? The top searched job categories for Director Captive Insurance jobs are:
Job description
About True Captive
True Captive Insurance is a national medical stop-loss captive serving employers with 50–1,000 employees. We believe in healthcare that’s personal and insurance that isn’t complicated.
Through a full-service suite that includes TPA placement, reinsurance coordination, powerful healthcare analytics, and consultative support for employers and their employees, we help groups take control of their healthcare plans and costs — often creating a level of expense visibility and engagement that doesn’t exist in traditional insurance models.
We’re passionate about making insurance simpler, more transparent, and more aligned with employer goals. We work with brokers, advisors, and member companies to deliver better healthcare outcomes and smarter insurance performance.
About the RoleWe’re looking for a dynamic Sales Leader to help expand our national footprint and bring more employers into our captive community. You’ll lead sales strategy, manage and grow the sales team, and build strong partnerships with innovative companies and brokers who are ready to rethink their health plans.
You’ll thrive in this role if you're entrepreneurial, consultative, and energized by changing the way people think about insurance.
Key Responsibilities- Lead and execute a national sales strategy to drive new captive membership.
- Cultivate and manage relationships with benefits consultants, brokers, and TPAs.
- Identify and pursue opportunities with employers seeking to self-fund or explore alternative funding models.
- Educate prospects and partners on the value of captives, True Captive’s model, and our member-first approach.
- Collaborate cross-functionally with underwriting, marketing, operations, and leadership to drive growth goals.
- Represent True Captive at industry conferences, webinars, and networking events.
- Manage, mentor, and support the existing sales team to ensure accountability, professional development, and alignment with company goals.
- Build a scalable sales infrastructure to support continued national growth.
- 5+ years of experience in health insurance, benefits consulting, stop-loss, or captive sales.
- Strong understanding of self-funding, TPAs, and the broker landscape.
- Proven track record of consultative sales success.
- Confident communicator and relationship builder with executive presence.
- Mission-driven mindset: You’re passionate about transforming health insurance.
- Self-starter who thrives in a fast-growing, entrepreneurial environment.
- Join a team that’s not just selling insurance — we’re reimagining it.
- Work alongside people who care deeply about making healthcare better.
- Competitive compensation, performance incentives, and long-term growth potential.
- A culture that values innovation, autonomy, and integrity.
Let’s change the way companies think about insurance — together.
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About True Captive
Sourced by ZipRecruiter
Company size
1 - 10 Employees
Headquarters location
Overland Park, KS, US
Year founded
2019