Program Manager – Group Captives

Ryan Specialty

. Lead the day-to-day operations of assigned group captive insurance programs as the captive’s Chief Operating Officer .

Posted 9/16/2026full-timeRemote • Illinois • United StatesMid-LevelSenior💰 $116,000 - $145,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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

Demonstrates expertise in managing captive insurance programs, ensuring financial integrity, compliance, and effective collaboration with cross-functional teams. Proficient in underwriting processes, proposal creation, and maintaining strong relationships with stakeholders.

Highest-signal resume keywords

Captive Insurance ManagementUnderwriting Data ReviewFinancial ReconciliationCross-Functional CollaborationAnalytical Problem Solving

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

Property And Casualty InsuranceUnderwritingProposal ProductionFinancial ComplianceData Analysis

Soft Skills

Organizational SkillsCommunication SkillsCustomer Service OrientationProactive Attitude

Tools & Technologies

Microsoft OfficeExcelPowerPointAdobe Acrobat

Industry Keywords

Captive ProgramsInsurance OperationsBoard MeetingsBroker Relationships

About the role

Key responsibilities & impact

Lead the day-to-day operations of assigned group captive insurance programs as the captive’s Chief Operating Officer
Support the team handling technical aspects of the captive
Collaborate with Captive Executives, Business Development Executives, and other Program Managers
Oversee underwriting information flow from submission to proposal production
Review submissions and underwriting data for accuracy and completeness before actuarial pricing
Collaborate with underwriting to create timely and accurate proposals
Maintain relationships with brokers, service providers, and members
Facilitate board meetings and communicate program status and updates
Oversee underwriting documentation for renewals and board books
Coordinate with the captive domicile manager to maintain board books, financials, renewal books, and slide decks
Monitor premium collection and ensure accurate financial reconciliation with the captive domicile manager and policy issuing carrier
Maintain financial integrity and compliance

Requirements

What you’ll need

Bachelor’s degree (or equivalent) in a related field
Minimum of five (5) years of experience in property and casualty insurance
Exposure to captive programs ideally
Ability to collaborate effectively with cross-functional teams, including executive leadership and production
Strong organizational skills and ability to prioritize and manage multiple tasks in a fast-paced environment
Excellent written and verbal communication skills
Strong analytical skills and ability to solve problems and apply sound judgment to technical and operational challenges
High proficiency with Microsoft Office applications, especially Excel and PowerPoint
Proficiency with Adobe Acrobat
Positive, proactive attitude with commitment to customer service and business culture

Benefits

Comp & perks

Annual performance-based target
Paid 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