Multi-Line Claim Supervisor – Captive Programs (Construction & Agribusiness)

Location: Remote
Schedule: Full-Time
Salary Range: $95,000-$115,000

Build Your Career With Purpose at CCMSI

At CCMSI, we partner with clients to solve complex risk management challenges through innovative claim solutions, collaborative problem-solving, and an unwavering commitment to service excellence.

As the largest privately-owned Third Party Administrator (TPA), CCMSI delivers customized claim management solutions that help our clients navigate complex events, emerging risks, and large-scale claim programs. Our employee-owned culture empowers team members to take ownership, drive results, and make a meaningful impact.

Job Summary

CCMSI is seeking an experienced Multi-Line Claim Supervisor to lead a team managing complex casualty claims within specialized captive insurance programs. This position supports a diverse portfolio of construction, agribusiness, gaming, retail, transportation, and other commercial accounts across the United States.

The successful candidate will provide technical leadership and strategic oversight for claims involving complex liability, coverage interpretation, contractual risk transfer, litigation management, and high-exposure loss scenarios. Claims may include construction liability matters, commercial auto losses, agricultural and crop-related exposures, product and application errors, subcontractor disputes, and other unique risks not typically encountered in traditional casualty programs.

This role requires a strong claims leader who can mentor staff, partner with sophisticated captive members and risk managers, oversee litigation strategy, and ensure exceptional claim outcomes while maintaining strong client relationships.

Ideal Candidate Profile

The ideal candidate is a technical claims leader who thrives in complex environments and enjoys solving challenging coverage and liability issues. They bring a strong background in construction, agribusiness, commercial casualty, or captive programs and possess the leadership skills necessary to develop staff while serving as a trusted advisor to clients. This individual is comfortable navigating unique claims such as crop damage, agricultural product failures, application errors, construction defect exposures, subcontractor disputes, complex commercial auto losses, and other specialized casualty matters.

Responsibilities

• Supervise and develop a team of multi-line claim professionals handling complex casualty claims.
• Provide technical guidance and file oversight on high-exposure, litigated, and coverage-sensitive claims.
• Assist with coverage analysis, policy interpretation, liability evaluation, and claim strategy development.
• Provide expertise regarding contractual risk transfer, including indemnification agreements, hold harmless provisions, and additional insured obligations.
• Review significant exposures and establish appropriate reserving strategies.
• Partner with defense counsel to develop litigation plans, evaluate settlement opportunities, and drive timely claim resolution.
• Serve as a primary escalation point for complex claim issues and client concerns.
• Participate in stewardship meetings, claim reviews, and strategic planning sessions with clients and captive stakeholders.
• Monitor claim quality, compliance, diary management, reporting requirements, and service commitments.
• Analyze claim trends and operational metrics to identify opportunities for improved outcomes and efficiency.
• Mentor, coach, and develop staff through file reviews, training, and performance management.
• Collaborate with senior leadership on staffing, workload balancing, and account strategy.
• Ensure adherence to CCMSI claim handling standards, client instructions, and applicable regulatory requirements.

Required Qualifications

• Current adjuster license in home state; multiple licenses preferred.
• 10+ years of multi-line casualty claim handling experience.
• Minimum 5 years of supervisory, management, or leadership experience.
• Extensive experience handling or overseeing complex litigated liability claims.
• Strong knowledge of coverage analysis, policy interpretation, and liability assessment.
• Advanced understanding of contractual risk transfer, including indemnity and additional insured provisions.
• Demonstrated experience managing litigation and working directly with defense counsel.
• Excellent verbal and written communication skills, including executive-level client interaction.
• Strong organizational, analytical, and decision-making abilities.
• Proficiency with Microsoft Office applications and claim management systems.

Preferred Qualifications

• Experience within captive insurance programs or alternative risk financing structures.
• Construction liability experience, including general contractors, subcontractors, roofing, plumbing, excavation, road construction, and related trades.
• Agribusiness and agricultural liability experience involving farming operations, vineyards, crop producers, fertilizer suppliers, chemical applicators, food production, and related industries.
• Experience supervising claims involving commercial auto, general liability, products liability, and complex casualty exposures.
• Background in TPA, national accounts, or large commercial insurance environments.
• Industry designations such as CPCU, AIC, ARM, SCLA, or similar credentials.
• Strong legal background preferred.

 Why You’ll Love Working Here

• 4 weeks (Paid time off that accrues throughout the year in accordance with company policy) + 10 paid holidays in your first year
• Comprehensive benefits: Medical, Dental, Vision, Life, and Disability Insurance
• Retirement plans: 401(k) and Employee Stock Ownership Plan (ESOP)
• Career growth: Opportunities to advance into senior claims leadership positions
• Culture: A collaborative, employee-owned environment where leaders are empowered to make an impact

How We Measure Success

At CCMSI, great supervisors create results through leadership, consistency, and service. We measure success by:

• Quality claim handling and technical excellence
• Effective litigation management and claim outcomes
• Development and engagement of team members
• Compliance with client requirements and Corporate Claim Standards
• Reserve accuracy and financial stewardship
• Client responsiveness and partnership
• Timely claim resolution and operational efficiency
• Positive team culture and employee growth

Compensation & Compliance

The posted salary reflects CCMSI’s good-faith estimate in accordance with applicable pay transparency laws. Actual compensation will be based on qualifications, experience, geographic location, and internal equity. This role may also qualify for bonuses or additional forms of pay.

CCMSI offers comprehensive benefits including medical, dental, vision, life, and disability insurance. Paid time off accrues throughout the year in accordance with company policy, with paid holidays and eligibility for retirement programs in accordance with plan documents.

Visa Sponsorship: CCMSI does not provide visa sponsorship for this position.

ADA Accommodations: CCMSI is committed to providing reasonable accommodations throughout the application and hiring process.

Equal Opportunity Employer: CCMSI complies with all applicable employment laws, including pay transparency and fair chance hiring regulations.

Background checks, if required for the role, are conducted only after a conditional offer and in accordance with applicable fair chance hiring laws.

Our Core Values

At CCMSI, we believe in doing what’s right—for our clients, our coworkers, and ourselves. We look for team members who:

• Lead with transparency We build trust by being open and listening intently in every interaction.
• Perform with integrity We choose the right path, even when it is hard.
• Chase excellence We set the bar high and measure our success. What gets measured gets done.
• Own the outcome Every employee is an owner, treating every claim, every decision, and every result as our own.
• Win together Our greatest victories come when our clients succeed.

We don’t just work together—we grow together. If that sounds like your kind of workplace, we’d love to meet you.