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Claims Representative Senior - Commercial Liability

Remote / Online - Candidates ideally in
Madison, Dane County, Wisconsin, 53774, USA
Listing for: Sentry
Remote/Work from Home position
Listed on 2026-07-25
Job specializations:
  • Insurance
    Insurance Claims, Insurance Analyst, Underwriter
Salary/Wage Range or Industry Benchmark: 74900 - 112300 USD Yearly USD 74900.00 112300.00 YEAR
Job Description & How to Apply Below

Investigate and resolve insurance claims in an efficient and accurate manner. You’ll independently manage a caseload, negotiate settlements, and communicate with all parties.

This position will be located in one of several offices under a hybrid work model:
Stevens Point, WI;
Nashville, TN;
Davenport, IA;
Goldsboro, NC;
Madison, WI;
El Paso, TX; or Edwardsville, IL.

What You’ll Do

As a Senior Claims Representative on our Commercial Lines - Liability teams, you'll provide superior service by conducting prompt claim investigations, evaluating coverage and liability, and settling damages. In addition, you will:

  • Verify coverages by reviewing policies and interpreting terms, conditions, and language, often working with coverage counsel.
  • Evaluate complex liability by taking statements from involved parties and witnesses, reviewing police reports, and compiling other pertinent evidence.
  • Analyze all potential exposures, including high-limit exposures, and resolve claims in the best interest of the insured, claimant, and Sentry.
  • Evaluate physical damages and bodily injury claims, working closely with repair shops, medical providers, automobile appraisers, and contractors to facilitate necessary services or repairs.
  • Establish timely reserves based on ongoing liability and damage assessments, negotiating property damage and bodily injury settlements with policyholders, claimants, attorneys, and other insurance carriers.
  • Manage a case load of litigated and non‑litigated automobile claims, most of which will be bodily injury files of mid‑level severity and complexity. Work with legal counsel and the insured to appropriately review and handle complex time‑limited demands and the defense of litigated files.
  • Comply with industry regulations, legal requirements, and internal policies through thorough documentation of all decisions, correspondence, and discussions throughout the life cycle of the claim.
What It Takes
  • Bachelor’s degree or related experience
  • 3+ years of related work experience
  • Thorough claims knowledge and claims processes
  • Ability to review and analyze complex documents, insurance policies, coverages, medical reports, and regulations
  • Ability to make appropriate claim decisions, prioritize, and manage workload
  • Demonstrated effective verbal and written communication skills
  • Ability to handle conflict and negotiate resolutions
  • Technology aptitude
What You'll Receive
  • Hybrid work model with flexibility:
    Monday and Friday work from home (optional), Tuesday through Thursday in office.
  • In‑office workspace and materials for home office, plus equipment for home office provided before starting.
  • Meal subsidy for associates who report to an office.
  • 401(k) plan with dollar‑for‑dollar match on the first eight percent, with immediate vesting.
  • Education and career development through Sentry University and Tuition Reimbursement program.
  • Generous Paid‑Time Off plan and Volunteer‑Time off.
  • Group Medical, Dental, Vision, Life insurance, Parental leave, and Health and Wellness benefits.
  • Well‑being and Employee Assistance programs.
  • Sentry Foundation gift‑matching program.
  • In Illinois, annual salary range $74,900 - $112,300 based on qualifications and experience.
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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Position Requirements
10+ Years work experience
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