Sentry · 1 day ago
Claims Representative Specialist - Commercial Liability
Sentry is one of the largest and financially strongest mutual insurance companies in the United States, and they are seeking a highly experienced Claims Representative Specialist for their Commercial Liability teams. The role involves managing complex claims, including litigation, providing prompt investigation, evaluation, and settlement or denial of these claims.
Insurance
Responsibilities
Verify coverages and perform coverage investigations including issuing reservation of rights and/or disclaimers
Investigate losses and negotiate claims settlements with claimants and their legal representative within assigned authority limits
Manage investigative process by taking recorded statements, obtaining investigative reports, evaluating damages or eligibility for benefits, and determining legal responsibility
Prepare and present claims for discussion among the commercial claim leadership team as part of Sentry’s collaborative escalation process
Maintain accurate documentation of investigative facts and decisions that occur during the investigation, evaluation, or resolution processes
Strategize with defense counsel to defend our insureds in business related liability exposures
Assist the claims team with training and providing technical claims knowledge
Qualification
Required
Bachelor's degree or equivalent work experience
5+ years of related work experience
Extensive claims knowledge with 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 claim decisions, prioritize, and manage workload
Advanced writing, communication, and presentation skills
Advanced conflict resolution and negotiation skills
Technological aptitude
Benefits
Flexibility through a scheduled Hybrid work model
In-office workspace and materials 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
Tuition Reimbursement program
Generous Paid-Time Off plan
Volunteer-Time off
Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits
Well-being and Employee Assistance programs
Sentry Foundation gift matching program
Company
Sentry
In 1904, members of the Wisconsin Retail Hardware Association founded their own insurance company—one built on mutual support, shared strength, and a commitment to service.
Funding
Current Stage
Late StageLeadership Team
Recent News
2025-07-11
2025-07-08
2025-05-05
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