Remote Claims Supervisor Jobs in Florida (NOW HIRING)

Location: Maitland, FL (Hybrid preferred, remote eligible) 

Schedule: 8:00 am-4:30 pm ET, M-F
Salary Range: $85,000 – $95,000 

Build Your Career With Purpose at CCMSI

At CCMSI, we partner with global clients to solve their most complex risk management challenges, delivering measurable results through advanced technology, collaborative problem-solving, and an unwavering commitment to their success.

We don’t just process claims—we support people. As the largest privately-owned Third Party Administrator (TPA), CCMSI delivers customized claim solutions that help our clients protect their employees, assets, and reputations. We are a certified Great Place to Work®, and our employee-owners are empowered to grow, collaborate, and make meaningful contributions every day.

The Multi-Line Claims Supervisor position is responsible for the investigation, adjustment and supervision of assigned multi-line claims involving complex injuries and litigation for a National program. This role will handle claims with national exposures.

This position may be used as an advanced training position for consideration for promotion to a management position.   The position is also accountable for the quality of multi-line claim services as perceived by CCMSI clients and within our Corporate Claim Standards.

At CCMSI, we look for leaders who understand that every claim represents a real person and every coaching opportunity helps shape the future of our organization. Successful supervisors lead by example, develop talent, promote accountability, and create an environment where both employees and clients can succeed.

• Supervise and provide technical guidance to a team of approximately 2–5 multi-line adjusters
• Review, assign, and oversee claim activity to ensure compliance with Corporate Claim Standards and client-directed handling instructions
• Manage a personal inventory of complex, high-exposure, and litigated liability claims
• Investigate, evaluate, and adjust assigned claims from inception through resolution
• Establish and oversee reserve strategies for assigned files and supervised claim inventories
• Review and monitor medical, legal, investigative, and vendor expenses
• Negotiate settlements within authority levels and assist staff with complex settlement strategies
• Partner with defense counsel on litigated matters and provide guidance regarding litigation strategy
• Conduct file reviews, audits, coaching sessions, and performance discussions
• Assist with interviewing, onboarding, mentoring, and developing claim professionals
• Support employee performance management, goal setting, and career development
• Ensure timely and accurate claim documentation, diary management, reserving, and financial controls
• Participate in client meetings, stewardship reviews, and claim review discussions
• Help identify workflow improvements and best practices to support organizational success
• Maintain compliance with client handling instructions, state regulations, and corporate standards

• 10+ years of multi-line claim handling experience, including significant experience managing complex, attorney-represented, litigated, and high-exposure liability claims from investigation through resolution.

• Strong experience handling commercial auto, general liability, and bodily injury claims

• Proven ability to provide technical claim leadership, including litigation oversight, reserve management, settlement authority support, claim strategy development, and mentoring of claim professionals handling complex claim inventories.

• Extensive experience working directly with defense counsel, experts, clients, and internal stakeholders to develop effective litigation strategies and achieve favorable claim outcomes.

• Strong understanding of:

  • Liability investigations
  • Coverage analysis
  • Reserving practices
  • Negotiation strategies
  • Litigation management
  • Claim resolution planning

• Experience identifying and managing large-loss exposures, reserve adequacy concerns, and emerging claim trends within a national account environment.

• Demonstrated experience supervising, coaching, mentoring, or leading claims professionals, with the ability to successfully balance supervisory responsibilities while maintaining an active inventory of complex claims.

• Experience handling claims across multiple jurisdictions and navigating varying state-specific requirements.

• Active adjuster license required, including an active license in one or more of the following jurisdictions:

  • Florida
  • New York

• Strong organizational, analytical, decision-making, and problem-solving skills.

• Excellent written and verbal communication skills with a commitment to responsive, client-focused service.

• Ability to thrive in a fast-paced, high-touch national account environment where responsiveness, attention to detail, and quality execution are critical.

• Proficiency with Microsoft Office applications.

• Reliable, predictable attendance during established business hours.

• Three or more years of formal supervisory experience
• Prior Third Party Administrator (TPA) experience
• Active licenses in multiple states, particularly FL
• Experience supporting high-touch national account programs
• AIC, CPCU, ARM, or similar industry designation
• Experience conducting file reviews, audits, and staff training
• Experience with coverage evaluations and tender analysis
• NY Adjusters license is a huge plus

• 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

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

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.

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.

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