Team Leader - Policy Conversion Team

Randstad Canada; Southwestern Ontario; Hybrid; CAD 80,000 - 100,000; Full time

Job summary

A leading staffing firm is seeking a Team Leader for their Policy Conversion team in Southwestern Ontario. This role involves supervising the migration of policies while ensuring compliance with regulations. The ideal candidate will have over 5 years in P&C Insurance, strong leadership skills, and experience with policy administration platforms. This full-time contract position offers a competitive salary range and a hybrid work schedule, with opportunities for leadership development and internal growth.

Benefits

Competitive salary range

Flexible hybrid schedule

Opportunities for internal growth

Robust training support

Qualifications

• 5+ years of proven experience in P&C Insurance (Personal Lines) and underwriting guidelines.
• Strong working knowledge of policy administration platforms like Guidewire.
• Experience with data migration or system integration projects is highly desirable.

Responsibilities

• Supervise a personal lines conversion team on policy conversion activities.
• Monitor workloads and ensure timely completion of tasks.
• Drive continuous process improvements to enhance productivity and satisfaction.

Skills

Leadership

Analytical skills

Excellent communication

Time management

Education

5+ years in P&C Insurance

Tools

Guidewire

Job description

Overview

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?

Type

This is a full time, contract opportunity.

Contract details

• Contract duration – Up to 6 months
• Hybrid – up to 3 days in office
• Office location – Waterloo
• 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 – 41/hr to 43.5/hr
• Start Date – Feb 2nd, 2026

Advantages

• 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

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 [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. 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 [e-mail] to ensure their ability to fully participate in the interview process.

This posting is for existing and upcoming vacancies.