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About the role

  • Complex Loss Manager and Technical Specialist at Square One managing large complex residential property claims. Leading a team of adjusters while leveraging technology for enhanced efficiency.

Responsibilities

  • You are a "technician’s technician" who stays ahead of industry trends.
  • Lead the professional development of adjusters & Examiners through technical workshops, desk-side mentoring, file reviews and the creation of advanced training curricula.
  • Provide expert oversight, strategy, and settlement authority for large-scale property losses and liability losses.
  • Expertly utilize and advocate for AI tools to perform rapid legal/technical research, summarize voluminous documentation, and generate training materials that optimize departmental learning.
  • Execute calibration exercises to ensure technical accuracy and the consistent application of best practices across the team.
  • Develop and deliver training workshops, using AI-simulated scenarios, where possible, to help adjusters practice negotiation and conflict management in a "sandbox" environment.
  • Participate in the Coverage Committee and senior leadership meetings to shape departmental policy.
  • Maintain your professional licenses and industry knowledge, with a specific focus on how emerging Insurtech affects liability and property valuation.
  • Train claims staff to treat losses not as files, but as critical incidents, bringing empathy and high-level crisis management to policyholders.
  • Mentor adjusters in the art of relationship building and de-escalating volatile disputes with claimants and legal counsel.
  • Responsible for maintaining the integrity of our workflow by defining exactly where the machine stops and the human expert begins.
  • Update and maintain technical documentation, the claims manual and all claim' handbooks.

Requirements

  • Must hold a CIP (Chartered Insurance Professional) or FCIP (Fellow Chartered Insurance Professional) designation or possess an equivalent level of advanced formal insurance education or degree.
  • Extensive experience in handling complex residential property and liability files with a deep understanding of policy wordings and tort law.
  • At least 15 years of personal lines home insurance claims adjusting experience.
  • At least 5 years of management experience within the same field.
  • Prior experience providing claims training/workshops/coaching.
  • At least 1 year of tenure with a recent employer.
  • Must be fearless and curious in researching, adopting and teaching AI technologies to drive efficiency in research, productivity and claims analysis.
  • Exceptional ability to distill complex technical concepts into clear, actionable guidance for adjusters, stakeholders, and legal counsel.

Benefits

  • An annual salary range of $ $110,000 to $125,000
  • Participation in the profit share program.
  • Performance bonus plan
  • 4-weeks of vacation to start and an additional week after only 3 years.
  • Full MSP coverage for you and your family.
  • Flexible medical, dental, vision and extended health care coverage.
  • Short and long-term disability coverage.
  • In-house and external training paid by Square One.
  • Work setup: in-office, hybrid or remote.

Job title

Job type

Full Time

Experience level

SeniorLead

Salary

CA$110,000 - CA$125,000 per year

Degree requirement

Professional Certificate

Location requirements

RemoteCanada

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