Regional Manager, Group
Top Benefits
About the role
Date: Aug 29, 2025
Location: Calgary, AB (Hybrid), CA Edmonton, AB (Hybrid), CA
Company: Wawanesa Insurance
Job ID: 9410
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. The salary offered is estimated to be within the following range: $80,000- $95,000. In addition to the competitive base salary, we offer an attractive commission structure designed to reward top performers. You will receive 10% on top of your first-year commission for sales made, paid out monthly. This role is truly sales-driven—your earnings directly reflect your success. Candidates with salary expectations outside of the range are still encouraged to apply.
About Us
At Wawanesa, we’re proud to 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: Calgary, AB; Edmonton, AB.
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 3,600 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. 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
Wawanesa is proud to be one of Manitoba’s Top Employers**, a** Kincentric Best Employer in Canada and a Forbes Best Employer in Canada recognizing an exceptional place to work!
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 jobs@wawanesa.com.
All Wawanesa job applicants are subject to Wawanesa's Privacy Policy.
About Wawanesa Insurance
Founded in 1896, we are one of Canada’s largest mutual insurers serving two million+ members through more than 1900 broker partners.
Our insurance solutions span auto, home, farm, property, commercial buildings and life offerings for individuals, families, and organizations. We are always looking ahead, innovating with new insurance solutions for changing member and community needs.
Employing over 3,600 people in Canada, we are a top-rated financial institution with $10 billion in assets and $4 billion in annual premium revenue.
We actively give back to organizations that strengthen communities where we operate, donating well above internationally recognized benchmarks for excellence in corporate philanthropy.
Learn more at wawanesa.com
See our current career opportunities at wawanesa.com/jobs
Regional Manager, Group
Top Benefits
About the role
Date: Aug 29, 2025
Location: Calgary, AB (Hybrid), CA Edmonton, AB (Hybrid), CA
Company: Wawanesa Insurance
Job ID: 9410
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. The salary offered is estimated to be within the following range: $80,000- $95,000. In addition to the competitive base salary, we offer an attractive commission structure designed to reward top performers. You will receive 10% on top of your first-year commission for sales made, paid out monthly. This role is truly sales-driven—your earnings directly reflect your success. Candidates with salary expectations outside of the range are still encouraged to apply.
About Us
At Wawanesa, we’re proud to 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: Calgary, AB; Edmonton, AB.
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 3,600 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. 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
Wawanesa is proud to be one of Manitoba’s Top Employers**, a** Kincentric Best Employer in Canada and a Forbes Best Employer in Canada recognizing an exceptional place to work!
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 jobs@wawanesa.com.
All Wawanesa job applicants are subject to Wawanesa's Privacy Policy.
About Wawanesa Insurance
Founded in 1896, we are one of Canada’s largest mutual insurers serving two million+ members through more than 1900 broker partners.
Our insurance solutions span auto, home, farm, property, commercial buildings and life offerings for individuals, families, and organizations. We are always looking ahead, innovating with new insurance solutions for changing member and community needs.
Employing over 3,600 people in Canada, we are a top-rated financial institution with $10 billion in assets and $4 billion in annual premium revenue.
We actively give back to organizations that strengthen communities where we operate, donating well above internationally recognized benchmarks for excellence in corporate philanthropy.
Learn more at wawanesa.com
See our current career opportunities at wawanesa.com/jobs