• Skip to primary navigation
  • Skip to main content
  • Skip to footer

Side Hustles

Side Hustles

Side Hustles For All

  • Best Side Hustles
    • Woman sitting on a pile of coins and working on a laptop surrounded by icons representing different side hustle ideas

      31 Best Side Hustles to Earn Extra Money in 2026

    • Bicycle courier delivering food for their side hustle.

      What Is a Side Hustle?

    • Remote worker sitting at his desk making money from home

      18 Ways to Make Money from Home (Online and Offline Jobs)

    • By Category
      • Arts & Crafts
      • Business Services
      • Caregiving
      • Creative Services
      • Digital Freelance Services
      • View All
    • By Lifestyle
      • I’m introverted
      • I’m a man
      • I’m a woman
      • I’m a stay-at-home mom
      • I’m unique
      • View All
    • By Profession
      • Artists & Creatives
      • Musicians
      • Nurses
      • Physicians
      • Teachers
      • View All
    • By Age Group
      • College Students
      • Teens
      • Age 50+
      • Seniors
      • View All
    • By Skills & Interests
      • Get Paid to Lose Weight
      • Get Paid to Play Games
      • Get Paid to Read
      • Get Paid to Sleep
      • Get Paid to Travel
      • View All
  • Best Gig Apps
    • Freelance worker popping out of a phone screen and considering gig apps on the App Store and Google Play

      Top 6 Gig Apps to Make Real Cash in 2026

    • Smartphone surrounded by the icons of different money-making apps

      Top 10 Best Money-Making Apps to Try in 2026

    • two teenagers using job apps on a phone and laptop

      19 Job Apps for Teens to Find Jobs and Make Money

    • By Gig Type
      • Cashback
      • Data Entry
      • Delivery
      • Games
      • Product Testing
      • View All
    • By Payment Method
      • Bingo Games that Pay to Cash App
      • Games that Pay Real Money
      • Games that Pay to Cash App
      • Games that Pay via PayPal
      • Surveys that Pay to Cash App
      • View All
    • By Benefits
      • $20 Signup Bonuses
      • $25 Signup Bonuses
      • $50 Signup Bonuses
      • Best Signup Bonuses
      • Instant Signup Bonuses
      • View All
    • By Skills & Interests
      • Driving
      • Losing Weight
      • Playing Games
      • Product Testing
      • Watching Ads
      • View All
  • Job Hunting
    • Freelance worker browsing a job post on a freelance job board.

      23 Job Boards You Can Use to Find Remote Work

    • Freelance writer sitting at her laptop working on a project

      15 Best Remote Jobs That Require No Paid Work Experience

    • Teenager sitting at laptop working an online job

      14 Online Jobs for Teens (With No Experience)

    • Freelancing
      • Freelance Writing Sites
      • Freelance Writing Job Boards
      • Freelance Writing Platforms
      • View More
    • Gig & Shift Work
      • Gig Work Apps
      • On-Demand Work Apps
      • Shift Work Apps
      • View More
    • GPT (Get Paid To)
      • Microtasking
      • Product Testing
      • Survey Taking
      • View More
    • Remote Working
      • Best Remote Job Boards
      • Top 15 Remote Jobs
      • View More
  • Job Board
    • Work Schedule
      • Part-Time Jobs
      • Per-Diem Jobs
      • Go Search
    • Work Environment
      • Hybrid Jobs
      • Remote Jobs
      • Go Search
    • Employment Type
      • Contractor Jobs
      • Internship Jobs
      • Temporary Jobs
      • Go Search
    • Job Title
      • Accounting Jobs
      • Data Entry Jobs
      • Nursing Jobs
      • Online Teaching Jobs
      • Software Engineer Jobs
      • Go Search
    • State
      • California Jobs
      • Florida Jobs
      • New York Jobs
      • Pennsylvania Jobs
      • Texas Jobs
      • Go Search
    • City
      • Chicago, IL
      • Houston, TX
      • Los Angeles, CA
      • New York City, NY
      • Phoenix, AZ
      • Go Search

Home Flexible Job Board Commercial Auto Claims Supervisor

$85,000–95,000/yr 36d ago

Commercial Auto Claims Supervisor

Boost your chances before you apply.

  • ✨ Apply 10x Faster Free

    It takes 30+ tailored applications to land jobs like this one. We'll help you get that done in 1 hour.

    No Credit Card Required

  • Proceed to Application Go directly to the company's job page to apply.
Logo

CCMSI

Maitland, FL, US

Hybrid

✨ Apply 10x Faster

Analyze your resume for missing keywords, then one-click optimize it. Don't be anything less than a 100% match candidate.

Free

No Credit Card Required

Summary

The supervisor will lead a team of multi-line adjusters while managing a personal inventory of complex, high-exposure, and litigated liability claims. They are responsible for ensuring compliance with corporate standards, overseeing reserve strategies, and providing technical guidance to staff.

Job Description

Overview

Multi-Line Claim Supervisor: National Account: Commercial Auto

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

Schedule: 8:00 am-4:30 pm ET, M-FSalary 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.

Responsibilities

When We Hire Leaders

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.

Key Responsibilities

  • 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

Qualifications

Required Qualifications

  • 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.

Preferred Qualifications

  • 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

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.

#CCMSICareers #EmployeeOwned #GreatPlaceToWorkCertified #ESOP #TPA #ClaimsLeadership #ClaimSupervisor #GeneralLiabilityClaims #PremisesLiability #BodilyInjuryClaims #LitigationManagement #RemoteJobs #IND123 #LI-Remote

About the company

CCMSI

Industry

Insurance

Headquarters

Scottsdale, Arizona

Apply Now

About the company

CCMSI

Industry

Insurance

Headquarters

Scottsdale, Arizona

Footer

sidehustles.com
Facebook Twitter Instagram LinkedIn Reddit TikTok YouTube

Show Me The Money

  • Side Hustle Basics
  • Side Hustle Job Board (Remote & Part-Time Jobs)
  • Gig App Reviews
  • Job Hunting
  • Manage Your Money
  • The Gig Apple: News & Events

Company

  • About Us
  • Contact Us
  • Become a Contributor
  • Advertising & Sponsorships
  • Partner With Us
  • Editorial Guidelines

Side Hustles © All rights reserved

  • Privacy Policy
  • Terms of Service

Thanks for using our free job board

Your review would mean a lot to us.

If you love that we're just giving away remote jobs for free with no paywall, please spread the word. (You will need to create an account on Trustpilot, for which we'll be eternally grateful.) Good luck out there!

Leave a Review Not yet. Send me to the job post.