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Principal Claims Representative - Subrogation

Sentry Insurance
life insurance, parental leave, tuition reimbursement, 401(k), remote work
United States, Wisconsin, Stevens Point
1800 North Point Drive (Show on map)
Oct 24, 2025
In this role, you'll investigate, evaluate, and resolve high exposure, complex multi-line subrogation claims in an efficient and accurate manner. You'll independently manage a caseload, develop strategies to prove subrogation theories, negotiate settlements, and communicate effectively with policyholders, suppliers, and other stakeholders. You'll provide guidance and mentor claim representatives. You'll leverage your strong analytical, decision-making, and problem-solving skills to determine liability and ensure fair claim resolutions.

This position will be located in our Stevens Point, WI - Division Street office under our hybrid work model.

What You'll Do:

  • Drive strategic subrogation initiatives for complex and high-exposure property and workers' compensation losses, identifying all potential avenues for recovery, including non-traditional sources.

  • Handle severe and complex litigation while working with manager, staff counsel, or subrogation counsel. Attend mediation settlement conferences, and trials to provide subrogation expertise and support resolutions.

  • Evaluate and investigate complex claims involving workers' compensation injuries, damages to property, or motor vehicle accidents to determine if liability and recovery exists. Hire experts as needed and make decisions on recovery opportunities and payments in accordance with assigned authority limit.

  • Act as a strategic partner for frontline adjusters, litigation teams, and risk professionals to proactively identify subrogation opportunities early in the claim lifecycle.

  • Stay ahead of emerging trends in subrogation law, recovery technologies, and industry litigation that may impact strategy.

  • Obtain and maintain state adjusters licenses as required.

What it Takes:

  • Bachelor's degree or equivalent experience

  • Advanced training in insurance law, contracts, or liability analysis; Juris Doctor Degree preferred

  • 7+ years of related work experience

  • Demonstrated expertise in technical claims with ability to understand and manage litigated claims

  • Extensive claims knowledge with ability to understand and manage litigated claims

  • Ability to review and analyze complex documents, insurance policies, coverages, medial reports, and insurance regulations

  • Ability to make appropriate claim decisions, prioritize, and manage workload

  • Strong negotiation skills with the ability to influence and drive resolution in adversarial or ambiguous situations

  • Advanced writing, communication, and presentation skills

  • Technology aptitude

  • Ability to handle multiple lines of business

What You'll Receive:

At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you'll receive.

  • Sentry is happy to offer flexibility through a scheduled Hybrid work model. Monday and Friday work from home if you choose to, Tuesday through Thursday you'll work in office.

  • As a Sentry associate, you will have an in-office workspace and materials for your home office. In addition to the laptop, you will receive prior to your start, Sentry will provide equipment for your home office.

  • Meal Subsidy available for associates who report to an office.

  • 401(K) plan with a dollar for dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future.

  • Continue your education and career development through Sentry University (SentryU) and utilize our Tuition Reimbursement program

  • Generous Paid-Time Off plan for you to enjoy time out of the office as well as Volunteer-Time off

  • Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits to encourage a healthy lifestyle.

  • Well-being and Employee Assistance programs

  • Sentry Foundation gift matching program to encourage charitable giving.

About Sentry:

We take great pride in making Forbes' list of America's Best Midsize Employers. A lot of different factors go into that honor, many of which contribute to your job satisfaction.

Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we're one of the largest and financially strongest mutual insurance companies in the United States. We're rated A+ by A.M. Best, the industry's leading rating authority.

Our headquarters is in Stevens Point, Wisconsin, with offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth.

Get ready to own your future at Sentry. Opportunities await!

Joe Larsen

Talent Acquisition Specialist

Joe.larsen@sentry.com

Equal Employment Opportunity

Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.

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