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Team Leader - Policy Conversion Team

Canada, Toronto 41.00 - 43.50 CAD / Hour · Job Posted April 29, 2026
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Job Description

We are currently recruiting for one of our top clients in the insurance field as they are scaling their Policy Conversion team to support a critical migration initiative and are looking for a leader to support and lead the team. In this role, you will play a pivotal part in the modernization of our client's insurance platforms. You will be responsible for supervising the policy conversion team as they conduct the accurate migration of policies from legacy systems into the new environment, ensuring compliance with Canadian regulations and maintaining high standards of underwriting integrity. This is a dynamic leadership position that requires a balance of people management, operational oversight, and hands-on technical support. You will be the driving force behind team productivity, quality assurance, and the continuous improvement of the conversion processes. Does this sound like an exciting role to you? This is a full time, contract opportunity. Contract duration - Up to end of year Hybrid - up to 3 days in office Office location - downtown Toronto Hours of operation - Mon to Fri, Rotational shifts between 7:30 am and 6:30 pm (up to 7.25 hours per day i.e. up to 36.25 hours per week) ... Salary - ranges between 41/hr to 43.5/hr Start Date - ASAP

Job Responsibility

  • Supervise a personal lines conversion team responsible for executing assigned policy conversion activities
  • Distribute and track workloads across the team, ensuring timely and accurate completion of tasks related to policy conversion
  • Monitor internal support queue for adherence to established SLA’s and interactions
  • Serve as the first point of contact for day-to-day questions, blockers, or escalations from team members
  • Support hands-on conversion efforts as needed, including policy validation, exception handling, and system update
  • Ensure adherence to defined conversion processes, SOPs, and internal controls
  • Review work completed by the team for accuracy, completeness, and consistency across all policy transactions and interactions
  • Proactively identify process gaps or inefficiencies and recommend improvements to the Manager
  • Identify, implement, and support continuous process improvements to drive increased productivity, efficiency, employee experience, and customer satisfaction
  • Drive a culture of continuous improvement by consistently challenging traditional ways of thinking
  • Onboard new team members and provide ongoing training on systems, tools, policy workflows, and product knowledge
  • Develop or contribute to training documentation, job aids, and reference materials to support team effectiveness
  • Reinforce compliance with regulatory requirements, business rules, and service standards during all conversion activities
  • Coordinate closely with cross-functional teams to ensure alignment on policy conversion priorities and issue resolution
  • Provide regular updates to the Manager on progress and issues impacting policy conversion
  • Participate in team meetings, testing cycles, or validation efforts as required

Requirements

  • 5 years plus of proven experience in P&C Insurance (Personal Lines) and underwriting guidelines
  • Previous experience in a Team Lead or Senior Supervisory role is preferred
  • Strong working knowledge of policy administration platforms (e.g., Guidewire), and legacy system migration
  • Experience with policy conversion, data migration, or system integration projects is highly desirable
  • Strong analytical skills for quality review, excellent communication skills for training, and the ability to manage time effectively in a deadline-driven environment

What we offer

  • Competitive Salary range of 41/hr to 43.5/hr
  • Flexible hybrid schedule
  • Opportunity to hone your leadership skills and technical expertise
  • Opportunities for growth and advancement internally
  • Excellent collaborative work environment
  • Robust training support

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