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Claims Representative Entry Level

United States, Madison · Job Posted May 06, 2026
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Job Description

Join our Rapid Resolution team by leading claim investigations, assessing liability, and driving fast, fair resolutions for policyholders. This position will be located at our Madison, WI office following the hybrid work model and is NOT available for remote work.

Job Responsibility

  • Gain knowledge to verify coverage, compensability, and reasonable payments by thoroughly reviewing the policy, reviewing accident details, and other pertinent information related to the claim
  • Develop investigative claims skills by taking and reviewing recorded statements from involved parties and witnesses, reviewing police reports, and other pertinent evidence
  • Build knowledge to evaluate claims exposure appropriately, establishing timely reserves
  • Comply with industry regulations, legal requirements, and internal company policies through thorough documentation of all decisions, correspondence, and discussions that occur throughout the life cycle of the claim
  • Support customers with empathy and understanding, assisting them through difficult situations and effectively communicating the claims process, ongoing claim status, and decisions, including the reasoning behind them
  • Ability to obtain and maintain state licensing requirements

Requirements

  • Bachelor’s degree or equivalent work experience
  • Previous insurance related and/or customer service experience is preferred
  • Ability to professionally communicate verbally and in writing
  • Ability to exercise effective time management skills
  • Shows technological aptitude
  • Associate must have the ability to travel as necessary to satisfactorily complete their job responsibilities as assigned

What we offer

  • Scheduled Hybrid work model (Monday and Friday work from home, Tuesday through Thursday in office)
  • In-office workspace and materials for your home office
  • Laptop provided
  • 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
  • Sentry University (SentryU) and Tuition Reimbursement program
  • Generous Paid-Time Off plan
  • Volunteer-Time off
  • Group Medical, Dental, Vision, Life insurance
  • Parental leave
  • Health and Wellness benefits
  • Well-being and Employee Assistance programs
  • Sentry Foundation gift matching program

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