Emerging Captive Executive: Client & Strategy Lead

ryansg; Chicago (IL); On-site; USD 120,000 - 180,000; Full time

Job summary

Ryan Alternative Risk is seeking an Associate Captive Executive to own day-to-day operations of our group captive programs, manage key client and broker relationships, and help shape strategic direction. This is a growth-focused role designed to progress toward Captive Executive.

We value solid commercial insurance foundations, ownership mindset, and ability to drive renewals, financials, and partnerships with service providers. A fast-growing niche awaits.

Qualifications

• Bachelor's degree in Business, Insurance, Risk Management, or related field.
• CPCU or ARM designation is a plus.
• 3-5 years in commercial insurance with underwriting, risk management, or captive experience.
• Solid grounding in Property & Casualty insurance.
• Strong organizational skills and multi-tasking ability.
• Excellent written and verbal communication.
• Proficiency in Microsoft Office; familiarity with financial/reporting software is a plus.

Responsibilities

• Lead business development for assigned captives and expand relationships.
• Develop new business and renewal proposals with brokers/clients; explain program mechanics.
• Drive client stewardship and high-standard service.
• Partner with Captive Executive on strategic direction and board prep.
• Co-lead board books, financial reports, and strategic updates for directors.
• Engage with clients, brokers, and service providers to progress BD.
• Manage day-to-day operations: renewals, premium collection, claims oversight.
• Mentor junior team members and support training.

Skills

Client relationships

Strategic leadership

Financial reporting

MS Office Suite

Education

Bachelor's degree in Business, Insurance, Risk Management, or related field

Job description

Ryan Alternative Risk is seeking an Associate Captive Executive to own day-to-day operations of our group captive programs, manage key client and broker relationships, and help shape strategic direction. This is a growth-focused role designed to progress toward Captive Executive.

We value solid commercial insurance foundations, ownership mindset, and ability to drive renewals, financials, and partnerships with service providers. A fast-growing niche awaits.