Team Leader - Policy Conversion 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 6 months
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 - 46.10/hr

Start Date - Feb 2nd, 2026

Advantages
Competitive Salary of 46.10/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

Responsibilities
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

Qualifications
Experience: 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.

Technical Skills: Strong working knowledge of policy administration platforms (e.g., Guidewire), and legacy system migration.

Project Knowledge: Experience with policy conversion, data migration, or system integration projects is highly desirable.

Skills: Strong analytical skills for quality review, excellent communication skills for training, and the ability to manage time effectively in a deadline-driven environment.

Summary
If this role interests you, please visit www.randstad.ca to apply directly or send your resume directly to virangana.shah@randstad.ca with subject line - "Team Leader - Policy Conversion team"

We appreciate all applications, however, only those who meet the requirements for this role will be contacted.

Randstad Canada is committed to building a diverse workforce reflective of the diversity of Canada. As a result, we promote employment equity and encourage candidates, especially those who identify as a woman, an Aboriginal person, a person with a disability or a member of a visible minority group, and any others who may contribute to the diversification of our workforce, to apply.
Randstad Canada is also committed to developing an inclusive, barrier-free selection processes and work environments. If contacted in relation to a job opportunity, you should advise your Randstad Representative or your local Randstad branch in a timely fashion of the accommodation measures which must be taken to enable you to be assessed in a fair and equitable manner. Information received relating to accommodation measures will be addressed confidentially.

Randstad Canada is committed to fostering a workforce reflective of all peoples of Canada. As a result, we are committed to developing and implementing strategies to increase the equity, diversity and inclusion within the workplace by examining our internal policies, practices, and systems throughout the entire lifecycle of our workforce, including its recruitment, retention and advancement for all employees. In addition to our deep commitment to respecting human rights, we are dedicated to positive actions to affect change to ensure everyone has full participation in the workforce free from any barriers, systemic or otherwise, especially equity-seeking groups who are usually underrepresented in Canada's workforce, including those who identify as women or non-binary/gender non-conforming; Indigenous or Aboriginal Peoples; persons with disabilities (visible or invisible) and; members of visible minorities, racialized groups and the LGBTQ2+ community.

Randstad Canada is committed to creating and maintaining an inclusive and accessible workplace for all its candidates and employees by supporting their accessibility and accommodation needs throughout the employment lifecycle. We ask that all job applications please identify any accommodation requirements by sending an email to accessibility@randstad.ca to ensure their ability to fully participate in the interview process.