Claims Representative Specialist – Litigation

Sentry

Claims Representative Specialist on PL – Litigation team investigating and resolving litigated claims. Remote and hybrid options available in several U.S.

Posted 6/24/2026full-timeStevens Point • Iowa, North Carolina, Tennessee, Wisconsin • 🇺🇸 United StatesMid-LevelSeniorWebsite

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

claims investigationsettlement negotiationliability evaluationdocument reviewinsurance policy analysismedical report analysisinsurance regulation compliancedecision makingworkload management

Soft Skills

communicationconflict resolutionnegotiationmentoringpresentationorganizational skills

Tools & Technologies

documentation software

Certifications & Qualifications

Bachelor’s degree

Industry Keywords

litigated claimsinsurance claimspolicy termsstakeholder communicationinternal policies

About the role

Key responsibilities & impact

Investigate and resolve litigated claims in an efficient and accurate manner.
Negotiate settlements and communicate effectively with policyholders, vendors, and other stakeholders.
Verify coverages through investigation and reviewing policy terms, conditions, and language.
Evaluate liability by taking recorded statements from involved parties and witnesses and reviewing police reports, accident scene photos, and other pertinent evidence.
Negotiate claims settlements with claimants and their legal representation within assigned authority limits.
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.
Work with and mentor other associates.

Requirements

What you’ll need

Bachelor’s degree or equivalent work experience.
5+ years of related work experience.
Extensive claims knowledge with the ability to understand and manage litigated claims.
Ability to review and analyze complex documents, insurance policies, coverages, medical reports, and insurance regulations.
Ability to make appropriate claims decisions, prioritize, and manage workload.
Advanced writing, communication, and presentation skills.
Advanced conflict resolution and negotiation skills.
Technology aptitude.

Benefits

Comp & perks

Flexibility through a scheduled Hybrid work model.
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.
Tuition Reimbursement program.
Generous Paid-Time Off plan for you to enjoy time out of the office.
Volunteer-Time off.
Group Medical, Dental, Vision, Life insurance.
Parental leave.
Well-being and Employee Assistance programs.
Sentry Foundation gift matching program to encourage charitable giving.