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Claims Representative Specialist - Commercial Lines

Remote / Online - Candidates ideally in
St. Louis, Saint Louis, St. Louis city, Missouri, 63105, USA
Listing for: Sentry Insurance
Remote/Work from Home position
Listed on 2026-06-20
Job specializations:
  • Insurance
    Insurance Claims, Insurance Analyst, Underwriter
Salary/Wage Range or Industry Benchmark: 60000 - 80000 USD Yearly USD 60000.00 80000.00 YEAR
Job Description & How to Apply Below
Location: St. Louis

A highly experienced adjuster managing a caseload of complex claims, including litigation, to resolution.

This position will report to a Sentry office under our hybrid work model.

As a Claims Representative Specialist on one of Sentry's Commercial Liability teams, this highly experienced claims adjuster will provide prompt claim investigation, evaluation, and settlement or denial of highly complex claims including those in litigation. The claims involve, but are not limited to, general liability and commercial auto losses. In addition, you will...

What You'll Do:
  • 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
What it Takes:
  • Bachelor's degree or equivalent work experience
  • 5+ years of related work experience, with experience in handling transportation claims preferred
  • 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
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.
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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