Job Description
Full job description
Date: Mar 10, 2026
Location: North York - Toronto, ON (Hybr, CA
Kitchener, ON (Hybrid), CA
Company: Wawanesa Insurance
Job ID: 9839
Employment Type: Existing Role
Working Business Language: English
Salary: At Wawanesa, salary is only one component of a holistic, comprehensive and competitive offering that we provide to our employees. In addition to salary, full-time and part-time permanent employees are eligible for an annual bonus plan, leave of absence top-up programs and provided with generous vacation time, personal days, premium free benefits and pension plan.
The salary offered for this role is determined with consideration to various factors, including but not limited to: your work location, local labour market conditions, external market salary data, internal pay equity and the knowledge, skills, experience and anticipated proficiency in the role. This role offers a competitive base salary with variable compensation.
About Us
At Wawanesa, we offer a hybrid work environment that offers flexibility to our employees in balancing in-office (2 days per week OR 15 hours per week in a Wawanesa office) and remote work. You may work from any of the following locations: Toronto (North York), ON; Kitchener, ON.
The Wawanesa Mutual Insurance Company (“Wawanesa Mutual”), founded in 1896, is one of Canada’s largest mutual insurers, with over $3.5 billion in annual revenue and assets of $10 billion (CAD). Wawanesa Mutual, with its National Headquarters in Winnipeg, is the parent company of Wawanesa Life, which provides life insurance products and services throughout Canada, and Western Financial Group, which distributes personal and business insurance across Canada. Wawanesa proudly serves more than 1.7 million members in Canada, and we are home to more than 3,300 employees distributed across the Canadian regions and communities where we operate. We give back to organizations that strengthen communities, donating more than $3.5 million annually to charitable organizations, including over $2 million annually in support of people on the front lines of climate change. We are also proud to be recognized as one of Manitoba’s Top Employers. To learn more visit wawanesa.com.
We are currently looking for dedicated, driven, and enthusiastic individuals who thrive in an environment that welcomes change and are looking for an opportunity for diverse experience and advancement on a growing team.
Job Overview
Plan and execute Annual Business Plan to achieve the Group Operation’s business goals/targets for sales and to achieve necessary persistency and profitability targets for the territory. Assume a senior role on Wawanesa Life’s Marketing Team in the promotion of Wawanesa Life as a provider of group insurance in the marketplace.
Job Responsibilities
Develop Annual Business Plan for approval by Manager, National Sales & Marketing
Manage Territory based on Business Plan and company Objectives
Implement Business Plan
Contact, Build and Maintain Plan Advisor relationships as necessary, ensuring Advisor selection meets company standards
Provide feedback on market activity in assigned region new broker relationships as necessary
Manage Activities within expense budget allocated
Manage Quoting and Renewal Activity
Receive, evaluate quotation opportunities and approving submission to underwriting for quote process or issue field decline
Review, Deliver/forward and follow-up final quotations/renewals issued to Plan Advisors
Assist Plan Advisor in presentation of quote or renewal to client where necessary and possible
Work with Executive Office team where necessary to aid in the development of new product opportunities based on market trends and Plan Advisor feedback.
Perform other duties as assigned.
Qualifications
Five to seven years of proven sales experience with emphasis on initiating contact, presenting and closing sales.
Knowledge of Group Insurance, group pricing and small business benefits market would be an asset
University Degree in Business Administration and/or having obtained CEBS Designation.
GBA designation (under CEBS program) required within 2 years of hire.
Drivers Licence is required, and, must have own vehicle available on a daily basis
Must possess Life/Accident & Sickness Licence and E&O Insurance
Travel as necessary within the region as outlined in the Business Plan. Includes travel to Executive office in Winnipeg when required. (Can include overnight travel)
Strong computer skills in Microsoft Office products including Word, Excel and PowerPoint.
Strong team player with the ability to work cooperatively and constructively with marketing assistants, other regional group managers and all necessary Executive Office Personnel to achieve the Operations service levels and benchmarks/targets
Excellent communication skills (verbal, written and listening) and the ability to communicate with all levels of authority
Effective decision making and problem solving skills
Commitment to personal development by keeping current with changes in the industry, reading professional publications and maintaining professional network contacts
Knowledgeable with respect to Wawanesa Life Group product offering, group contract, employee booklet, underwriting procedures and practices, and, administration practices to perform duties
Ability to manage and measure self
Strong business acumen and the ability to negotiate balanced solutions for the Company and client within areas of authority
Diversity Equity, Inclusion & Belonging
At Wawanesa, we are committed to Diversity, Equity, Inclusion and Belonging (DEIB) and believe that our strength lies in the diversity of our people – this is supported by having a representative workforce.
We welcome applications from all qualified candidates, including racialized persons, women, Indigenous Peoples, persons with disabilities, members of the 2SLGBTQIA+ community, gender-diverse and neurodiverse individuals, and anyone who can contribute to the further diversification of thought and ideas.
We aim to ensure our recruitment process is accessible to all candidates. If you require accommodations during any stage of the recruitment process, please reach out in confidence to [email protected].
All Wawanesa job applicants are subject to Wawanesa's Privacy Policy.
Please note that the recruitment process for this position may involve the use of AI tools to screen, assess, or select applicants. All final decisions are taken or reviewed by human recruiters and human hiring leaders in compliance with all applicable legislation.
Date: Mar 10, 2026
Location: North York - Toronto, ON (Hybr, CA
Kitchener, ON (Hybrid), CA
Company: Wawanesa Insurance
Job ID: 9839
Employment Type: Existing Role
Working Business Language: English
Salary: At Wawanesa, salary is only one component of a holistic, comprehensive and competitive offering that we provide to our employees. In addition to salary, full-time and part-time permanent employees are eligible for an annual bonus plan, leave of absence top-up programs and provided with generous vacation time, personal days, premium free benefits and pension plan.
The salary offered for this role is determined with consideration to various factors, including but not limited to: your work location, local labour market conditions, external market salary data, internal pay equity and the knowledge, skills, experience and anticipated proficiency in the role. This role offers a competitive base salary with variable compensation.
About Us
At Wawanesa, we offer a hybrid work environment that offers flexibility to our employees in balancing in-office (2 days per week OR 15 hours per week in a Wawanesa office) and remote work. You may work from any of the following locations: Toronto (North York), ON; Kitchener, ON.
The Wawanesa Mutual Insurance Company (“Wawanesa Mutual”), founded in 1896, is one of Canada’s largest mutual insurers, with over $3.5 billion in annual revenue and assets of $10 billion (CAD). Wawanesa Mutual, with its National Headquarters in Winnipeg, is the parent company of Wawanesa Life, which provides life insurance products and services throughout Canada, and Western Financial Group, which distributes personal and business insurance across Canada. Wawanesa proudly serves more than 1.7 million members in Canada, and we are home to more than 3,300 employees distributed across the Canadian regions and communities where we operate. We give back to organizations that strengthen communities, donating more than $3.5 million annually to charitable organizations, including over $2 million annually in support of people on the front lines of climate change. We are also proud to be recognized as one of Manitoba’s Top Employers. To learn more visit wawanesa.com.
We are currently looking for dedicated, driven, and enthusiastic individuals who thrive in an environment that welcomes change and are looking for an opportunity for diverse experience and advancement on a growing team.
Job Overview
Plan and execute Annual Business Plan to achieve the Group Operation’s business goals/targets for sales and to achieve necessary persistency and profitability targets for the territory. Assume a senior role on Wawanesa Life’s Marketing Team in the promotion of Wawanesa Life as a provider of group insurance in the marketplace.
Job Responsibilities
Develop Annual Business Plan for approval by Manager, National Sales & Marketing
Manage Territory based on Business Plan and company Objectives
Implement Business Plan
Contact, Build and Maintain Plan Advisor relationships as necessary, ensuring Advisor selection meets company standards
Provide feedback on market activity in assigned region new broker relationships as necessary
Manage Activities within expense budget allocated
Manage Quoting and Renewal Activity
Receive, evaluate quotation opportunities and approving submission to underwriting for quote process or issue field decline
Review, Deliver/forward and follow-up final quotations/renewals issued to Plan Advisors
Assist Plan Advisor in presentation of quote or renewal to client where necessary and possible
Work with Executive Office team where necessary to aid in the development of new product opportunities based on market trends and Plan Advisor feedback.
Perform other duties as assigned.
Qualifications
Five to seven years of proven sales experience with emphasis on initiating contact, presenting and closing sales.
Knowledge of Group Insurance, group pricing and small business benefits market would be an asset
University Degree in Business Administration and/or having obtained CEBS Designation.
GBA designation (under CEBS program) required within 2 years of hire.
Drivers Licence is required, and, must have own vehicle available on a daily basis
Must possess Life/Accident & Sickness Licence and E&O Insurance
Travel as necessary within the region as outlined in the Business Plan. Includes travel to Executive office in Winnipeg when required. (Can include overnight travel)
Strong computer skills in Microsoft Office products including Word, Excel and PowerPoint.
Strong team player with the ability to work cooperatively and constructively with marketing assistants, other regional group managers and all necessary Executive Office Personnel to achieve the Operations service levels and benchmarks/targets
Excellent communication skills (verbal, written and listening) and the ability to communicate with all levels of authority
Effective decision making and problem solving skills
Commitment to personal development by keeping current with changes in the industry, reading professional publications and maintaining professional network contacts
Knowledgeable with respect to Wawanesa Life Group product offering, group contract, employee booklet, underwriting procedures and practices, and, administration practices to perform duties
Ability to manage and measure self
Strong business acumen and the ability to negotiate balanced solutions for the Company and client within areas of authority
Diversity Equity, Inclusion & Belonging
At Wawanesa, we are committed to Diversity, Equity, Inclusion and Belonging (DEIB) and believe that our strength lies in the diversity of our people – this is supported by having a representative workforce.
We welcome applications from all qualified candidates, including racialized persons, women, Indigenous Peoples, persons with disabilities, members of the 2SLGBTQIA+ community, gender-diverse and neurodiverse individuals, and anyone who can contribute to the further diversification of thought and ideas.
We aim to ensure our recruitment process is accessible to all candidates. If you require accommodations during any stage of the recruitment process, please reach out in confidence to [email protected].
All Wawanesa job applicants are subject to Wawanesa's Privacy Policy.
Please note that the recruitment process for this position may involve the use of AI tools to screen, assess, or select applicants. All final decisions are taken or reviewed by human recruiters and human hiring leaders in compliance with all applicable legislation.
💡 Quick Summary
Seeking a career-building opportunity? The Regional Manager, Group position is now open for candidates interested in the Back Office Jobs sector. This role in North York offers a professional environment and growth potential.
Requirement Snapshot: Candidates should possess basic communication skills, a proactive attitude, and the ability to work in a team. Experience in Back Office Jobs is a plus.
