Program Manager - Group Captives

ryansg; Chicago (IL); On-site; USD 95,000 - 125,000; Full time

Job summary

Ryan Specialty is seeking a proactive Program Manager to oversee the daily operations of group captive insurance programs, coordinating with brokers, members, and service providers to ensure smooth and accurate program execution.

You will lead cross-functional teams, manage underwriting data flow, collaborate with actuaries on pricing models, and prepare board books, renewals, and financial reports, while maintaining strong relationships with clients and partners.

Qualifications

• Bachelor's degree in a related field with at least five years in property and casualty insurance.
• Ability to collaborate with executive leadership and production teams.
• Strong organizational skills and multitasking in a fast-paced environment.
• Excellent written and verbal communication; can present complex information clearly.
• Proficient in MS Office and Adobe Acrobat; proactive and client-focused.

Responsibilities

• Lead day-to-day captive operations and coordinate with executives and managers.
• Oversee underwriting information flow and assist in pricing models with actuaries.
• Maintain broker, member, and service-provider relationships and facilitate board meetings.
• Oversee underwriting docs, board books, and financials with domicile manager.
• Monitor premium collection and perform financial reconciliation with stakeholders.

Skills

Cross-functional teamwork

Organizational skills

Communication skills

Analytical thinking

MS Office Suite (Excel/PowerPoint)

Education

Bachelor's degree in related field

Tools

Microsoft Office Suite

Adobe Acrobat

Job description

Position Summary

We are seeking a proactive and detail-oriented Program Manager to oversee the daily operations of assigned group captive insurance programs. In this role, you will manage technical aspects related to brokers, members, and service providers, ensuring smooth and efficient program execution. The Program Manager will work closely with internal teams and external service providers to drive success and contribute to the growth and effectiveness of our group captive programs.

What will your job entail?

Key Responsibilities:

• Program Management & Leadership: Act as your assigned captive(s) Chief Operating Officer by leading the day to day operations, providing support to the team handling many of the technical aspects of the captive. Foster a collaborative environment by working closely with the Captive Executive(s), Business Development Executives and other Program Managers to align on all captive business activities.
• Production: Oversee the flow of underwriting information from submission to proposal production. Review submissions and underwriting data, ensuring accuracy and completeness before sending to actuaries to generate pricing models. Collaborate with the underwriting team to create proposals, ensuring timely and accurate production for the Captive Executive.
• Client & Partner Relationships: Maintain strong relationships with brokers, service providers, and members, ensuring timely and accurate execution of all program activities. Take a lead role in facilitating board meetings, ensuring clear communication of program status and updates.
• Program Documentation & Financial Oversight: Oversee the preparation and submission of underwriting documentation for renewals and board books. Work closely with captive domicile manager to ensure all program documentation is up-to-date and accurate including board books, financials, renewal books, and slide decks.
• Premium Collection & Financial Reconciliation: Monitor the collection of premium and ensure accurate financial reconciliation in collaboration with the captive domicile manager and policy issuing carrier, maintaining financial integrity and compliance.

Required Qualifications:

• Education & Experience: Bachelor's degree (or equivalent) in a related field, with a minimum of five (5) years of experience in property and casualty insurance, ideally with exposure to captive programs.
• Skills & Competencies:
  • Proven ability to collaborate effectively with cross-functional teams, including executive leadership and production.
  • Strong organizational skills, with the ability to prioritize and manage multiple tasks in a fast-paced environment.
  • Excellent written and verbal communication skills, with the ability to present complex information clearly.
  • Strong analytical skills, with the ability to solve problems and apply sound judgment to technical and operational challenges.
  • High level of proficiency with Microsoft Office applications (especially Excel and PowerPoint) and Adobe Acrobat.
  • A positive, proactive attitude with a commitment to customer service and business culture.

Travel Expectations:

• Minimal to no travel required, aside from attending the annual board meetings, which are typically held at offshore locations.

Key Priorities:

• Accuracy and attention to detail in all program deliverables.
• Timeliness in meeting deadlines and managing multiple priorities.
• Building and maintaining strong relationships with brokers, service providers, and clients.
• Fostering a positive, collaborative team culture.

Why Join Us?

This is an exciting opportunity to play a pivotal role in managing complex captive insurance programs while contributing to a dynamic and growing team. We value individuals who are proactive, communicative, and committed to continuous improvement, both personally and professionally.

**This opportunity offers an annual performance-based based target

Ryan Specialty is an Equal Opportunity Employer.

We are committed to building and sustaining a diverse workforce throughout the organization. Our vision is an inclusive and equitable workplace where all employees are valued for and evaluated on their performance and contributions. Differences in race, creed, color, religious beliefs, physical or mental capabilities, gender identity or expression, sexual orientation, and many other characteristics bring together varied perspectives and add value to the service we provide our clients, trading partners, and communities. This policy extends to all aspects of our employment practices, including but not limited to, recruiting, hiring, discipline, firing, promoting, transferring, compensation, benefits, training, leaves of absence, and other terms, conditions, and benefits of employment.

How We Support Our Teammates

Ryan Specialty seeks to offer our employees a comprehensive and best-in-class benefits package that helps them - and their family members - achieve their physical, financial, and emotional well-being goals.