Remote Truck Supervisor Jobs (NOW HIRING)

Multi-Line Claim Supervisor - Commercial Auto & Trucking Liability

Location: RemoteSalary Range: $85,000 - $105,000 annually

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. 

Job Summary  

The Multi-Line Claim Supervisor is responsible for providing leadership, technical oversight, and claim management support for a team of approximately 5-6 adjusters handling commercial auto and trucking liability claims across multiple jurisdictions.

This role combines people leadership with advanced technical claim expertise. The successful candidate will oversee a team handling moderate to high-complexity liability claims, including attorney-represented, litigated, catastrophic injury, and fatality exposures, while ensuring compliance with Corporate Claim Standards, client-specific requirements, and applicable state regulations.

In addition to supervisory responsibilities, this position serves as a technical resource for adjusters, clients, and internal partners while maintaining involvement in complex, high-severity claims as needed. Success requires strong trucking liability knowledge, experience with MCS-90 endorsements and coverage issues, a deep understanding of litigation management, and the ability to build trusted client relationships.

This role supports multiple commercial trucking clients and requires a leader who can balance operational excellence, claim quality, client service, and staff development.

When we hire leaders at CCMSI, we look for leaders who understand that every claim  matters and every coaching opportunity helps strengthen our organization. Successful supervisors lead by example, develop talent, promote accountability, and create an environment where employees and clients can succeed together.

• Supervise and provide technical guidance to a team of approximately 5-6 claim professionals
• Review, assign, and oversee claim activity to ensure compliance with Corporate Claim Standards, client handling instructions, and applicable laws
• Support adjusters handling commercial auto, trucking liability, bodily injury, property damage, and litigated claims
• Provide technical guidance on liability investigations, reserve development, coverage analysis, litigation management, and settlement strategies
• Manage and assist with catastrophic injury, fatality, and other high-exposure trucking claims
• Review and oversee reserve adequacy and claim strategy development
• Partner with defense counsel and experts to develop effective litigation and resolution strategies
• Authorize payments and settlements within authority levels
• Conduct file reviews, coaching sessions, performance discussions, and claim audits
• Assist with interviewing, onboarding, training, and development of claim staff
• Build and maintain strong relationships with clients and serve as a primary point of contact when needed
• Participate in client meetings, stewardship reviews, claim reviews, and presentations
• Maintain compliance with corporate standards, service commitments, and client expectations
• Identify opportunities for process improvements, operational efficiencies, and claim quality enhancements

Required Qualifications

• 10+ years of commercial auto and/or trucking liability claims experience
• Significant experience handling catastrophic injury, fatality, and litigated claims
• Strong expertise in:
  • Commercial Auto Liability
  • Trucking Liability
  • Bodily Injury Claims
  • Coverage Analysis
  • Litigation Management
  • Reserve Management
  • Settlement Negotiations
• Experience handling trucking coverage issues, including MCS-90 endorsements
• Demonstrated experience managing high-exposure liability claims from investigation through resolution
• Prior supervisory, leadership, coaching, or mentoring experience
• Ability to effectively lead a team while providing technical oversight and managing escalated claim issues
• Experience serving as a client-facing claim leader or primary client contact
• Strong analytical, negotiation, and decision-making abilities
• Excellent written and verbal communication skills
• Ability to work independently in a remote environment
• Proficiency with Microsoft Office applications
• Active Independent Adjuster License or Designated Home State (DHS) License required
• Reliable, predictable attendance during assigned business hours

• Three or more years of formal supervisory experience
• Experience supervising teams of five or more claim professionals
• Multi-Line and General Liability claim experience
• Prior TPA experience
• Professional designations such as:
  • AIC
  • CPCU
  • ARM
• Experience handling national account programs
• Experience conducting file reviews, audits, and technical claim training

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: Internal training and advancement opportunities 
• Culture: A supportive, team-based work environment 

How We Measure Success   

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

• Quality claim handling and sound technical oversight
• Effective management of catastrophic, litigated, and high-exposure claims
• Client satisfaction and partnership
• Development and engagement of team members
• Reserve accuracy and financial stewardship
• Compliance with Corporate Claim Standards and client expectations
• Timely claim resolution and operational effectiveness
• Positive team culture and employee growth

This is where we shine, and we hire adjusters who want to shine with us. 

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.