Team Leader - Policy Conversion Team

Randstad Canada; Toronto; Hybrid; CAD 100,000 - 125,000; Full time

Job summary

A leading staffing agency in Toronto is seeking a Team Leader for their Policy Conversion team. In this dynamic role, you will supervise a team responsible for migrating personal lines policies from legacy systems, ensuring regulatory compliance, and maintaining high standards. Key responsibilities include team management, operational oversight, and continuous process improvement. The ideal candidate has over 5 years of experience in P&C insurance and strong leadership skills. This is a hybrid position with competitive pay and opportunities for career advancement.

Benefits

Competitive Salary

Flexible hybrid schedule

Opportunities for growth

Robust training support

Qualifications

• 5+ years of proven experience in P&C Insurance (Personal Lines) and underwriting guidelines.
• Previous team lead or senior supervisory experience preferred.
• Strong working knowledge of policy administration platforms and legacy system migration.

Responsibilities

• Supervise a personal lines conversion team responsible for policy conversion activities.
• Monitor internal support queue for adherence to established SLAs.
• Review work completed by the team for accuracy and consistency.
• Onboard new team members and provide ongoing training.
• Identify and support continuous process improvements.

Skills

Leadership

Analytical skills

Communication skills

Time management

Tools

Guidewire

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.

Contract Details

• 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, 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 of proven experience in P&C Insurance (Personal Lines) and underwriting guidelines; previous team lead or senior supervisory experience 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 [e-mail] 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 and to promoting employment equity. We 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 committed to developing an inclusive, barrier‑free selection process and work environment. 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 that must be taken to enable you to be assessed in a fair and equitable manner. Accommodation information will be addressed confidentially.

Randstad Canada is committed to fostering a workforce reflective of all peoples of Canada and to implementing strategies to increase equity, diversity and inclusion within the workplace, including its recruitment, retention and advancement for all employees. We are dedicated to positive actions to affect change and ensure full participation in the workforce free from barriers, systemic or otherwise, especially for equity‑seeking groups who are usually underrepresented in Canada's workforce.

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. Job applications should identify any accommodation requirements by sending an email to [e-mail].