Remote Property Manager Jobs in Worcester, MA (NOW HIRING)

Our Property Claims department is seeking a Regional General Adjuster Specialized Claims for a territory containing Massachusetts, Connecticut, New York, and New Jersey. This is a remote Full-time/Exempt role with field investigations.

POSITION OVERVIEW:

The Regional General Adjuster Specialized Claims is a senior-level claims position responsible for the full lifecycle management of highly complex and high-value Marine claims. This includes the investigation, evaluation, negotiation, and resolution of claims that represent the company’s largest damage exposures and often involve intricate coverage issues.

Claims handled in this role may originate from anywhere in the country and frequently require on-site field consultation and investigation. The position demands a high level of technical expertise, strategic thinking, and collaboration with internal and external stakeholders, including legal teams, engineers, and other subject matter experts.

IN THIS ROLE, YOU WILL:

• Independently lead investigations and manage the full lifecycle of highly complex, sensitive, and specialized claims.
  
• Analyze coverage, liability, and financial exposure; develop tailored resolution strategies and negotiate high-value or contested claims.
  
• Issue reservation of rights and draft coverage letters, including manuscript and ISO/non-ISO forms; interpret and apply commercial coverages and legal principles.
  
• Set activities, reserves, and authorize payments within high authority limits; manage litigation budgets and direct counsel payouts.
  
• Coordinate with internal and external experts (e.g., forensic analysts, underwriters, legal counsel, contractors) to ensure thorough evaluations and resolution.
  
• Identify and pursue risk transfer opportunities; manage suspicious claims and refer to Special Investigation Unit as needed.
  
• Serve as a subject matter expert (SME) for consistent handling of large losses; provide consultation on claim strategies and co-adjust files to support development.
  
• Ensure compliance across jurisdictions including licensing, forms, deadlines, and accounting; maintain accurate and complete claim records.
  
• Protect personally identifiable information (PII) and promote best practices across the team.
  
• Represent the company in litigation, mediations, settlement conferences, and arbitrations; provide large loss and reinsurance reporting to underwriting.
  
• Lead cross-functional meetings and collaborate with underwriting, agents, vendors, and legal teams to drive consensus and resolve claims.
  
• Identify coverage gaps and partner with product management to enhance offerings.
  
• Mentor and support less experienced adjusters; evaluate training programs and recommend improvements.
  
• Lead quality initiatives to streamline workflows; use data tools to analyze trends and correct inconsistencies.
  
• Maintain strong time and desk management skills; prepare reports and contribute to special projects.
  
• Attend industry events and continuing education seminars to stay current on best practices.
  
• Tailor communication strategies for specialized claims and maintain regular updates with leadership.
  
• Build and maintain strong relationships with customers and stakeholders.

WHAT YOU NEED TO APPLY:

• Bachelor’s degree preferred; equivalent experience accepted. Typically requires 8+ years of relevant experience. Industry designations (e.g., CPCU, AIC) strongly preferred.
  
• Extensive experience handling highly complex, high-value claims with significant legal, financial, and reputational exposure.
  
• Recognized authority in negotiation and resolution of complex claims; able to shape best practices and influence outcomes.
  
• Demonstrated expertise in analyzing policy coverage, legal liability, and regulatory frameworks across jurisdictions.
  
• Proven ability to manage litigation strategy, direct counsel, and represent the company in trials, mediations, and arbitrations.
  
• Experience mentoring others and contributing to the development of investigative techniques, compliance protocols, and claims handling standards.
  
• Strong written and verbal communication skills; able to simplify complex information and handle sensitive issues with professionalism.
  
• Skilled in selecting appropriate communication channels and demonstrating empathy across diverse stakeholder groups.
  
• Ability to draft clear, factual, and objective work product without opinion.
  
• Highly organized with proven ability to manage complex workflows, projects, and competing priorities.
  
• Demonstrated time management and organizational skills; able to coach others in these areas.
  
• Deep understanding of insurance principles, coverage interpretation, and jurisdictional requirements.
  
• Strategic thinker with sound judgment; able to make informed decisions independently and assess financial implications.
  
• Expert in identifying and mitigating legal, regulatory, and reputational risks.
  
• Recognized for developing empathetic customer service strategies and delivering exceptional service.
  
• Ability to use a personal computer and other standard office equipment.  
  
• Ability to sit and/or stand for extended periods.  
  
• Required to work on-site as needed. 
  
• Ability to travel as necessary. 
  
• Ability to work in a fast paced, changing or stressful environment. 
  
• Ability to perform work in a noisy/loud work environment.
  
• May be required to have and maintain sufficient home-based internet connection.

This job posting provides cursory examples of some of the job duties associated with this position.  The examples provided are not complete, and the position may entail other essential and job-related functions and responsibilities that employees will be required to perform.