Associate Captive Executive

Associate Captive Executive Skip to main content## This website uses cookies and other tracking technologies to enhance user experience and to analyze performance and traffic on our website. We also share information about your use of our site with our social media, advertising and analytics vendors. If we have detected an opt-out preference signal then it will be honored. Further information is available in our Cookie Policy# Career Site Associate Captive Executive page is loaded## Associate Captive Executive Apply locations:
Chicago
- Illinois
- Wacker time type:
Full time posted on:
Posted Todayjob requisition :
JR26-5084
** Position Summary
** Ryan Alternative Risk is looking for an Associate Captive Executive to take on real ownership of our group captive insurance programs — not just support them. Working alongside a Captive Executive, you'll manage day-to-day program operations, own key client and broker relationships, and help shape the strategic direction of the captives you're assigned to.  You'll be the person clients and brokers turn to for answers, the one preparing the board with confidence, and the one making sure the numbers, the renewals, and the relationships all hold together.

This role is built for someone ready to grow quickly into full captive leadership — with a clear, visible path to Captive Executive.  If you have a solid foundation in commercial insurance, thrive on ownership rather than oversight, and want to build a career in a fast-growing niche of the industry, this is your next step.
** What will your job entail?
**** Key Responsibilities
**** Client & Broker Relationship Management**
* ** Lead
* * business development efforts for assigned captives, executing the strategy set by Captive leadership and identifying opportunities to expand relationships.
* ** Own
* * the development of new business and renewal proposals, working directly with brokers and clients to explain program mechanics and resolve questions.
* ** Drive
* * client stewardship activities, building strong, lasting relationships with brokers and clients and delivering a consistently high standard of service.
** Strategic Support & Leadership Collaboration**
* ** Partner with the Captive Executive
** on the strategic direction of each captive program, contributing directly to key decisions and ensuring alignment with organizational goals.
* ** Co-lead board preparation**, including building board books, financial reports, and strategic updates that give directors a clear, confident view of program performance.
* ** Engage directly with
** clients, brokers, and service providers to advance business development and keep program activities executing smoothly.
** Operational & Administrative Excellence**
* ** Manage
* * day-to-day operations for assigned captives — renewals, premium collection, and claims oversight — end to end.
* ** Prepare
* * proposals, renewals, actuarial reports, and financial statements to a standard of accuracy and polish that's ready for client and board review.
* ** Track and forecast
** premiums, expenses, and budget performance, flagging risks early and keeping the captive on solid financial footing.
** Risk Management & Strategic Reporting**
* ** Monitor
* * risk management strategy alongside the Captive Executive, assessing program performance and surfacing opportunities to improve results.
* ** Compile and interpret
** reporting on risk exposures, loss ratios, and other key metrics for internal stakeholders and the Board of Directors.
** Team Collaboration & Development**
* ** Coordinate closely
** with underwriting, claims, and compliance teams to keep every part of the captive program running seamlessly.
* ** Mentor
* * junior team members and help build a strong, collaborative team culture.
* ** Pursue
* * ongoing training to deepen captive insurance expertise and prepare for expanded responsibility.
** Required Qualifications**
* *
* Education:

** Bachelor's degree in Business, Insurance, Risk Management, or a related field. CPCU or ARM designation is a plus.
* *
* Experience:

** 3–5 years in commercial insurance, with a focus on underwriting, risk management, or captives. Experience supporting or partnering with…