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Senior Desk Adjuster

Remote / Online - Candidates ideally in
Tampa, Hillsborough County, Florida, 33646, USA
Listing for: Sentry
Remote/Work from Home position
Listed on 2026-03-07
Job specializations:
  • Insurance
    Insurance Claims, Insurance Analyst
Salary/Wage Range or Industry Benchmark: 60000 - 80000 USD Yearly USD 60000.00 80000.00 YEAR
Job Description & How to Apply Below

Senior level role that investigates and maintains complex or highly complex claims in property/casualty insurance. Responsibilities include determining liability, securing information, reviewing coverages, arranging appraisals, and settling claims. The role may specialize in liability, property, or catastrophe claims.

The General
, a subsidiary of Sentry Insurance, is seeking a Senior Desk Adjuster – Casualty to join our team. This position focuses on investigating and managing auto claims, finalizing coverage and liability determinations, developing damages, and settling claims.

What You’ll Do:

  • Investigate the origin and cause of claims by contacting insureds, claimants, witnesses, agents, attorneys, contractors, experts, and other relevant parties.
  • Handle both first-party and third-party bodily injury claims across multiple policy types and endorsements.
  • Respond to customer inquiries, make appropriate decisions, and close files as needed.
  • Interpret and apply policies, leases, by-laws, declarations, articles, and contract coverages to assigned losses.
  • Make independent decisions, self-supervise most files, and recognize when assistance is needed.
  • Proactively communicate claim process and status to all parties, answer questions, or redirect inquiries.
  • Identify complex issues and seek assistance as necessary, handling claims in good faith.
  • Evaluate bodily injury damages and negotiate claims with insureds, claimants, attorneys, and public adjusters.
  • Serve as a mentor and subject matter expert for less experienced adjusters.
  • Perform other assignments or participate in projects based on skills and experience.

What it Takes:

  • Experience in providing customer-driven solutions and support.
  • Extensive knowledge of claim handling processes.
  • Experience managing first-party and third-party, multi-line claims, from simple to moderately complex.
  • Strong understanding of policies and endorsements.
  • Ability to obtain state-specific property casualty claims licensing.
  • Travel requirements up to 10%, with up to 75% travel for catastrophe responses.

What You'll Receive:

At Sentry, we offer competitive compensation and benefits, including:

  • Flexible hybrid work model: work from home on Monday and Friday; in-office Tuesday through Thursday.
  • Provided equipment for both office and home work spaces.
  • Meal subsidy for associates reporting to an office.
  • 401(k) plan with dollar-for-dollar match on the first 8% of contributions, with immediate vesting.
  • Career development through Sentry University (Sentry

    U) and tuition reimbursement.
  • Generous paid time off and volunteer time off.
  • Comprehensive health benefits: medical, dental, vision, life insurance, parental leave, wellness programs.
  • Employee assistance programs and charitable gift matching through Sentry Foundation.

About Sentry:

Recognized as one of America's Best Midsize Employers by Forbes, Sentry has a long history dating back to 1904 and is one of the largest and strongest mutual insurance companies in the U.S., rated A+ by A.M. Best. Our headquarters is in Stevens Point, Wisconsin, with offices nationwide, offering opportunities for professional growth across various departments.

Join us and own your future at Sentry!

Joe Larsen

Talent Acquisition Specialist Sr

Equal Employment Opportunity

Sentry is an Equal Opportunity Employer. We do not discriminate 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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