Source Job

Canada

  • Design realistic, high-complexity claims scenarios and produce reference-quality work.
  • Evaluate AI-generated responses using structured criteria and provide detailed feedback.
  • Collaborate with AI researchers to improve model accuracy and judgment.

Claims Handling Coverage Analysis Litigation Management

20 jobs similar to Complex Claims & Coverage Director

Jobs ranked by similarity.

Canada

  • Develop complex enterprise insurance scenarios covering underwriting, claims, and risk management.
  • Create realistic tasks and reference materials reflecting authentic insurance decision-making.
  • Design evaluation rubrics that distinguish professional judgment from theoretical knowledge.

A partner company in the insurance industry seeks experienced professionals to develop sophisticated insurance scenarios. They operate with a remote, project-based structure and focus on applying real-world expertise to emerging AI technologies.

US 4w PTO

  • Manage a caseload of complex, litigated construction-related losses ($500K+) from assignment through resolution.
  • Lead coverage interpretation and application for issues commonly encountered in construction claims.
  • Build and lead the working team for each matter, coordinating legal, experts, and consultants.

Liberty Mutual is a global insurance company focused on property and casualty coverage. With a large workforce, they emphasize an inclusive culture, professional development, and comprehensive benefits.

US 4w PTO

  • Manage a complex D&O and EPL claims portfolio from investigation to resolution.
  • Set and review reserves, direct litigation, and participate in mediations.
  • Represent Liberty Mutual with brokers, risk managers, and provide mentorship.

Liberty Mutual is a global insurer providing property and casualty coverage. With a diverse workforce and a focus on inclusion, the company values integrity and professional growth.

US 4w PTO

  • Manage commercial third-party bodily injury and property damage claims for energy accounts across all 50 states, including litigation and high-dollar exposures.
  • Conduct coverage analysis, supervise investigation, determine liability, and negotiate or litigate settlements for complex energy claims.
  • Act as subject matter expert, mentor less experienced examiners, and collaborate with underwriting, reinsurance, and legal teams.

Liberty Mutual is a Fortune 100 insurance company that provides property and casualty insurance, including energy claims handling. They are a large organization with a culture focused on inclusion, employee well-being, and professional development.

$50–$60/hr
India

  • Design complex enterprise insurance scenarios covering underwriting, claims, and risk management.
  • Develop evaluation tasks and grading rubrics for AI systems.
  • Collaborate with AI research teams to improve model accuracy and reliability.

This partner company specializes in AI training and evaluation, leveraging deep industry expertise to improve model performance. Team size and culture are not specified, but the role offers flexible, remote, and asynchronous work.

US 4w PTO

  • Investigate, evaluate, and manage complex, high-exposure multi-line claims in accordance with standards and state laws
  • Lead claim strategy on heavily litigated files, working closely with defense counsel to drive resolution
  • Perform detailed coverage analysis, including policy interpretation and application

CCMSI is the largest privately-owned Third Party Administrator (TPA) that partners with global clients to solve complex risk management challenges through advanced technology and collaborative problem-solving. They are a certified Great Place to Work® with employee-owners empowered to grow and make meaningful contributions.

$60,000–$80,000/yr
US

  • Manage, investigate, and resolve commercial general liability claims with speed and empathy.
  • Communicate clearly with customers and stakeholders regarding claim status and resolution.
  • Handle a high volume of claims while ensuring accuracy and regulatory compliance.

Our partner is a technology-driven insurance organization that helps small businesses manage commercial insurance claims. They have a remote team and a collaborative culture focused on teamwork and professional development.

US Unlimited PTO

  • Manage complex litigated liability claims from lawsuit assignment through resolution, ensuring timely and efficient handling.
  • Investigate and negotiate third-party liability claims directly with claimants and attorneys, applying strong negotiation skills and sound judgment.
  • Leverage AI-driven tools and modern claims software to streamline litigation workflows, improve accuracy, and enhance the claims experience.

Arbol is a global climate risk coverage platform and FinTech company offering full-service solutions for any business looking to analyze and mitigate exposure to climate risk. The company is a high-growth startup offering competitive compensation, equity, and comprehensive benefits.

Canada

  • Manage desktop property adjusting assignments across Canada for residential and commercial claims.
  • Analyze claim circumstances and apply sound judgment to support accurate claim handling.
  • Provide proactive customer service and communicate effectively with stakeholders.

The company provides claims management services and supports a network of independent adjusters. They have over 700 independent adjusters and offer flexible contract work with remote support.

Canada

  • Manage moderate to high-complexity property claims with empathy and professionalism, investigating losses and assessing coverage.
  • Negotiate settlements, document claim files thoroughly, and provide guidance to Claims Assistants.
  • Adapt to high-volume workloads and contribute to process improvements in a fully remote setting.

The company is a partner firm specializing in insurance and claims management, operating within a national catastrophe claims environment. They emphasize a collaborative, customer-focused culture with remote work flexibility and a commitment to continuous improvement.

United States

  • Manage a caseload of General Liability claims including construction defect exposures.
  • Investigate, evaluate, negotiate, and resolve claims while collaborating with stakeholders.
  • Ensure compliance with state regulations and maintain accurate documentation.

Cottingham & Butler Claims Services provides claims handling services for insurance clients. They are a growth-oriented company with a culture of continuous improvement and a focus on employee development.

US 3w PTO

  • Plan and conduct investigations of claims to determine coverage, liability, and damages.
  • Engage independent adjusters and experts, assess policy coverage, and establish reserves.
  • Negotiate settlements and coordinate litigation activities to ensure timely and cost-effective resolution.

Liberty Mutual is a global insurance company providing property and casualty insurance. They are a large employer with a culture focused on inclusion, professional development, and comprehensive benefits.

US

  • Make high-volume outbound calls to investigate and bill medical claims for auto accidents.
  • Research accident details to determine payer and submit bills with proper documentation.
  • Follow up on unpaid bills, resubmit for additional payment, and contribute to team reports.

We help hospitals recover the revenue they've earned, trusted by over 1,300 hospitals across 48 states. We combine specialized expertise with proprietary technology and have built a supportive workplace where people embrace innovation.

$250,000–$280,000/yr
US 5w PTO

  • Lead a team of coverage attorneys delivering expert insurance coverage services to enhance risk awareness and drive excellent business outcomes for USRM and GRS.
  • Scale and continuously innovate a framework to deliver insights on product enhancements, emerging trends, and regulatory changes impacting policy interpretation.
  • Drive operational excellence through data and technology to optimize efficiency and harvest policy and product insights.

Liberty Mutual is a global insurance company providing property and casualty insurance products. With a large workforce, it fosters an inclusive, high-performing culture focused on growth, development, and employee well-being.

$125,000–$221,000/yr
California 4w PTO

  • Manage moderately complex civil litigation matters independently, from research to trial.
  • Develop legal strategies, lead settlement negotiations, and mentor junior attorneys.
  • Utilize advanced technology and maintain high ethical standards in legal practice.

Liberty Mutual is a global insurance company that delivers legal services to protect policyholders' rights. The company values diversity, work/life balance, and offers benefits like performance bonuses and flexible time off.

US

  • Evaluate AI-generated legal research and analysis for accuracy, relevance, and completeness.
  • Verify legal citations, authorities, and reasoning to identify errors and weaknesses.
  • Develop objective evaluation criteria and provide structured feedback to improve AI legal content.

Jobgether uses an AI-powered matching process to connect top-fitting candidates with hiring companies. They prioritize objective and fair review, sharing shortlists directly with employers for final decisions.

$125,000–$221,000/yr
California 4w PTO

  • Independently manage moderately complex civil litigation matters from start to finish.
  • Develop and execute legal strategies, lead settlement negotiations, and mentor junior attorneys.
  • Utilize advanced e-discovery tools and maintain strict compliance with legal ethics.

Liberty Mutual is a global insurance company committed to delivering exceptional legal services to its customers. With a diverse team that values work/life balance, the company offers a supportive culture and benefits like performance bonuses and 401(k) matching.

$60,000–$80,000/yr
US Unlimited PTO

  • Manage a portfolio of new claims, identifying third-party negligence and assessing liability early in the process.
  • Interpret policy language and analyze loss reports to ensure accurate liability assessment from day one.
  • Collaborate with adjusters, legal partners, and vendors to build a solid foundation for every claim.

ERGO NEXT is a technology-led, full-stack provider of small business insurance, transforming the customer experience. Since 2016, they have helped hundreds of thousands of small business customers across the US and are backed by industry leaders in insurance and tech, fostering a diverse and inclusive team culture.

Canada United States UK

  • Validate AI-generated benefits guidance against accuracy and coverage standards.
  • Design and pressure-test member scenarios to ensure the rubric reflects real member questions.
  • Provide subject-matter expertise on benefits plan design, claims operations, or regulatory compliance.

League is a healthcare experience platform that closes the gap between people and their health by identifying what each person needs to do next and getting it done. It is one of the fastest-growing technology companies in Canada, serving 70 million+ people, and fosters an AI-native, flexible, and remote-friendly culture.

$43,000–$59,000/yr
US Unlimited PTO

  • Ensure timely and accurate adjudication and payment of medical claims.
  • Process appeals and disputes by gathering and verifying claim information.
  • Work independently and as part of a team to meet daily processing quotas.

Sana is a health plan solution built for small and midsize businesses, designed around integrated primary care. Founded in 2017, Sana is remote-first with a fully distributed team across the U.S., valuing curiosity, ownership, and speed.