Associate Claims Inspector

Plymouth Rock Assurance Corporation•Farmington, CT

About The Position

This developmental entry point into homeowner claims adjusting at Plymouth Rock involves conducting on-site property inspections, documenting damage, taking measurements, and communicating findings to the handling adjuster. The role requires regular field travel, typically one to two hours from home, and frequent interaction with policyholders who may be experiencing stressful circumstances. Clear communication, professionalism, empathy, reliability, and good judgment are essential. This is a contractor position with the potential to transition to a permanent claims role based on demonstrated performance, readiness, business needs, and available opportunities. Plymouth Rock will provide basic equipment needed for the assignment; the contractor is responsible for reliable transportation for required field travel. The assignment is intended for someone seeking to build a career in homeowner claims. The role offers the opportunity to develop foundational knowledge of property construction, damage indicators, claim documentation, and policyholder communication; learn the fundamentals of estimate writing, coverage application, reserving, and scope-of-loss documentation; and develop toward greater ownership of homeowner property claims, including investigation, evaluation, estimating, and settlement.

Requirements

  • Excellent time-management and organizational skills, with the ability to independently manage a field schedule and meet documentation deadlines.
  • Professional, empathetic, and clear communication with policyholders, particularly during stressful situations.
  • A demonstrated desire to learn homeowner claims adjusting and grow knowledge of property claims.
  • Strong observational skills and attention to detail, with the ability to identify and document relevant damage indicators.
  • Ability to multitask, adapt quickly, follow direction, and apply feedback in a field environment.
  • Proficiency with Microsoft Office and mobile technology.
  • Ability to carry up to 25 lbs. and conduct roof inspections on homes under two stories.
  • A valid driver's license and proficient driving record.
  • Reliable transportation for regular travel to policyholder properties and other assigned field locations.

Nice To Haves

  • Construction, mitigation, remediation, property inspection, or related experience is preferred but not required.

Responsibilities

  • Conduct on-site inspections at insured properties and represent Plymouth Rock professionally in every policyholder interaction.
  • Capture thorough, high-quality photo documentation of reported and visible damage to structures, roofing, siding, interiors, and personal property, as applicable.
  • Take accurate measurements and field notes needed by the handling adjuster to scope and evaluate the loss.
  • Communicate inspection findings clearly and promptly using company-approved tools and documentation standards.
  • Set appropriate expectations with policyholders regarding the inspection process, next steps, and adjuster follow-up.
  • Coordinate with approved vendors for mitigation or temporary repairs when directed by the handling adjuster.
  • Identify and flag potential subrogation sources or liability exposures observed during an inspection.
  • Manage a daily field schedule effectively and complete inspections and documentation within required timeframes.
  • Maintain a professional, empathetic, service-focused approach with policyholders throughout every interaction.
  • Travel routinely to policyholder properties and other assigned field locations, typically one to two hours from home.
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service