Claims Representative Specialist - Liability (Litigation)

Company: Sentry Insurance
Location: Richmond
Posted on: December 31, 2025

Job Description:

Leverage your strong analytical, decision-making, and problem-solving skills to manage complexity and severity, ensuring a fair resolution of all claims, including those in litigation. This position will be located in our Stevens Point - Division Street office, Davenport, IA office, Goldsboro, NC office, Nashville, TN office, Madison, WI office, El Paso, TX office, or Richmond, VA office location. What You’ll Do: As a Claims Representative Specialist on our PL – Litigation team, you’ll provide prompt claim investigation, evaluation, and settlement or denial of claims of high complexity. In addition, you’ll: Handle complex claims involving litigation, and possibly high severity non-litigated exposures. Verify coverages through investigation and reviewing policy terms, conditions, and language. This may require working with coverage counsel in filing declaratory/summary judgements. 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. What it Takes: 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 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.

Keywords: Sentry Insurance, Arlington , Claims Representative Specialist - Liability (Litigation), Accounting, Auditing , Richmond, Virginia