Demo

Principal Claims Representative-Liability

Sentry
Stevens, WI Full Time
POSTED ON 5/17/2026
AVAILABLE BEFORE 6/14/2026
Investigate and resolve complex claims, manage caseloads, negotiate settlements, communicate with stakeholders, and mentor reps using analytical judgment.

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

What You’ll Do

As a Principal Claims Representative - Liability, you will leverage your strong analytical, decision-making, and problem solving skills to determine liability and ensure fair claims resolutions In addition, you will…

  • Verify coverage by thoroughly reviewing the policy and interpretating policy terms, conditions, and language. This may require working with coverage counsel on complex policy or contract interpretation.
  • Evaluate liability by taking recorded statements from involved parties and witnesses, reviewing police reports, and compiling other pertinent evidence. Negotiate or deny liability based on the investigation outcome.
  • Evaluate physical damage and bodily injury claims based on estimates, photographs, appraisals, medical reports, medical bills, and other evidence. Work closely with medical providers, repair shops, and/or contractors to facilitate necessary and related services or repair work.
  • Mentor other associates to share your knowledge, expertise, insights, and perspectives and assist the mentee in achieving their goals and enhancing their skills.
  • Comply with industry regulations, legal requirements, and internal policies through thorough documentation of all decisions, correspondence, and discussions that occur throughout the life cycle of the claim.

What It Takes

  • Bachelor’s degree or equivalent experience
  • 7 years of related work experience
  • Demonstrated expertise in technical claims with ability to understand and manage litigated claims
  • Ability to successfully mentor
  • Ability to review and analyze the most complex documents, insurance policies, coverages, medical reports, and insurance regulations for construction defect claims
  • Ability to make appropriate claim decisions, prioritize, and manage workload
  • Superior writing, communication, and presentation skills
  • Expertise in conflict resolutions and negotiation
  • Technology aptitude
  • Must have ability to travel as necessary to satisfactorily complete their job responsibilities

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!

Talent Acquisition Specialist

Shea Supa

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.

Salary.com Estimation for Principal Claims Representative-Liability in Stevens, WI
$65,578 to $82,414
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