Associate Captive Executive

Ryan Specialty

. Lead business development efforts for assigned captives .

Posted 9/16/2026full-timeRemote • Illinois • United StatesJuniorMid-Level💰 $128,000 - $160,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in business development and client relationship management within the captive insurance sector, with a strong focus on underwriting, risk management, and financial reporting. Proficient in managing day-to-day operations and mentoring team members while ensuring compliance and strategic alignment.

Highest-signal resume keywords

Business DevelopmentClient Relationship ManagementRisk ManagementFinancial ReportingCaptive Insurance Expertise

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

UnderwritingRisk ManagementFinancial ReportingProposal DevelopmentPremium CollectionClaims OversightActuarial ReportingBudget Performance TrackingData AnalysisProcess Improvement

Soft Skills

Organizational SkillsCommunication SkillsAttention to DetailProblem-SolvingMentoring

Tools & Technologies

Microsoft OfficeFinancial SoftwareReporting Software

Certifications & Qualifications

CPCUARM

Industry Keywords

Captive InsuranceProperty & Casualty InsuranceWorkers' CompensationCommercial AutomobileGeneral LiabilityGroup Captive Structures

About the role

Key responsibilities & impact

Lead business development efforts for assigned captives
Develop new business and renewal proposals with brokers and clients
Drive client stewardship activities and maintain broker and client relationships
Partner with the Captive Executive on strategic direction and key decisions
Co-lead board preparation, including board books, financial reports, and strategic updates
Engage with clients, brokers, and service providers to advance business development and program execution
Manage day-to-day captive operations, including renewals, premium collection, and claims oversight
Prepare proposals, renewals, actuarial reports, and financial statements
Track and forecast premiums, expenses, and budget performance
Monitor risk management strategy and program performance
Compile and interpret reporting on risk exposures, loss ratios, and other key metrics
Coordinate with underwriting, claims, and compliance teams
Mentor junior team members
Pursue ongoing training to deepen captive insurance expertise

Requirements

What you’ll need

Bachelor's degree in Business, Insurance, Risk Management, or a related field
3–5 years in commercial insurance, with a focus on underwriting, risk management, or captives
Solid grounding in Property & Casualty insurance, particularly Workers' Compensation, Commercial Automobile, and General Liability
Familiarity with group captive structures and operations highly desirable
Strong organizational skills and ability to manage multiple priorities
Excellent written and verbal communication skills
Proficiency in Microsoft Office (Excel, PowerPoint, Word)
Strong attention to detail and proactive problem-solving and process improvement approach
CPCU or ARM designation is a plus
Experience supporting or partnering with senior leadership and managing client relationships preferred
Experience with financial or reporting software is a plus

Benefits

Comp & perks

Paid time off for company holidays
Vacation days
Sick days
Personal days
Paid parental leave
Mental health services
Bonuses for full-time roles
Comprehensive benefits package
Reasonable accommodations for individuals with disabilities