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Claims Representative Specialist - Litigation
Remote / Online - Candidates ideally in
Madison, Dane County, Wisconsin, 53774, USA
Listed on 2026-07-06
Madison, Dane County, Wisconsin, 53774, USA
Listing for:
Sentry Insurance
Remote/Work from Home
position Listed on 2026-07-06
Job specializations:
-
Insurance
Insurance Claims, Insurance Analyst, Underwriter
Job Description & How to Apply Below
Investigate and resolve litigated claims in an efficient and accurate manner- negotiate settlements, and communicate effectively with policyholders, vendors, and other stakeholders.
This position will be located in our Stevens Point, WI;
Davenport, IA;
Goldsboro, NC;
Nashville, TN; or Madison, WI office locations under a hybrid work model.
- Provide prompt claim investigation, evaluation, and settlement or denial of litigated claims.
- Verify coverages through investigation and reviewing policy terms, conditions, and language. This may require working with coverage counsel in filing declaratory/summary judgments.
- 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 to share your knowledge, expertise, insights and perspectives to assist others in achieving their goals and enhancing their skills.
- 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.
- 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.
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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