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Director Captive Insurance Jobs in Kansas (NOW HIRING)

Captives Underwriter

Overland Park, KS ยท Hybrid

$124K - $199K/yr

The Captives Underwriter does not have any direct reports but is the client manager and is ... Experience with Captive insurance programs is desirable * Strong Excel and Math skills * Strong ...

Tax Associate

Leawood, KS ยท On-site

$56K - $75K/yr

... captive, shared back-office services, a catalytic leadership system, and modernized equity ... As part of our team, you'll get the opportunity to have more direct interaction with clients, do ...

Tax Associate

Leawood, KS

$56K - $75K/yr

... captive, shared back-office services, a catalytic leadership system, and modernized equity ... As part of our team, you'll get the opportunity to have more direct interaction with clients, do ...

Tax Associate

Leawood, KS ยท On-site

$56K - $75K/yr

... captive, shared back-office services, a catalytic leadership system, and modernized equity ... As part of our team, you'll get the opportunity to have more direct interaction with clients, do ...

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Director Captive Insurance information

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 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.

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 most commonly searched types of Captive Insurance jobs in Kansas? The most popular types of Captive Insurance jobs in Kansas are:
What are popular job titles related to Director Captive Insurance jobs in Kansas? For Director Captive Insurance jobs in Kansas, the most frequently searched job titles are:
What cities in Kansas are hiring for Director Captive Insurance jobs? Cities in Kansas with the most Director Captive Insurance job openings:
Infographic showing various Director Captive Insurance job openings in Kansas as of August 2026, with employment types broken down into 1% As Needed, 75% Full Time, 19% Part Time, 1% Temporary, and 4% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution.

National Sales Director

True Captive Insurance

Overland Park, KS โ€ข On-site

Full-time

Medical

Re-posted 9 days ago


Job description

Salary:

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.


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 doesnt exist in traditional insurance models.


Were 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 Role

Were looking for a dynamic Sales Leader to help expand our national footprint and bring more employers into our captive community. Youll 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.


Youll 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 Captives 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.
What Were Looking For
  • 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: Youre passionate about transforming health insurance.
  • Self-starter who thrives in a fast-growing, entrepreneurial environment.
Why True Captive?
  • Join a team thats not just selling insurance were 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.

Lets change the way companies think about insurance together.