Manager, Application Delivery
Top Benefits
About the role
Date: Nov 25, 2025
Location: Winnipeg, MB (Hybrid), CA Calgary, AB (Hybrid), CA Dartmouth, NS (Hybrid), CA Edmonton, AB (Hybrid), CA Ottawa, ON (Hybrid), CA Montreal, QC (Hybrid), CA Kitchener, ON (Hybrid), CA Vancouver, BC (Hybrid), CA Winnipeg, MB, CA, R3C-1P5 Moncton, NB (Hybrid), CA North York - Toronto, ON (Hybr, CA
Company: Wawanesa Insurance
Job ID: 9569
Working Business Language: English. This role is considered a head-office role and will be required to communicate with internal stakeholders across Canada where the primary business language utilized is 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: $148,000 - $174,000. 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: Winnipeg, MB; Vancouver, BC; Calgary, AB; Edmonton, AB; Toronto (North York), ON; Kitchener, ON; Ottawa, ON; Montreal, QC; Quebec City, QC, Moncton, NB; Dartmouth; NS.
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
The Manager, Application Delivery contributes to Wawanesa’s success by leading delivery and quality initiatives that support Wawanesa Life systems for members, brokers, and employees. Reporting to the Vice President, Life Systems, this role leads a team of IT professionals and oversees data, integration, and reporting initiatives across the Wawanesa Life organization.
Job Responsibilities
- Lead the delivery and implementation of data, integration, and reporting initiatives to ensure value for customers while maximizing reliability, availability, scalability, and performance.
- Assign and manage Application Delivery resources (employees and consultants) to ensure effective and efficient delivery.
- Work with project managers and delivery leads to establish development plans that fulfill program and project objectives.
- Ensure processes, methodologies, policies, and procedures are followed, and contribute to continuous improvement in these areas.
- Contribute to the development and execution of the annual operational plan.
- Maintain accountability for department service levels and overall application vitality.
- Understand and interpret data to support objective, data-driven decisions.
- Provide leadership, coaching, and support to create a respectful, challenging, and rewarding work environment where employees can reach their full potential and contribute to company goals.
- Negotiate and administer vendor, outsource, and consultant contracts, service agreements, and ongoing service delivery.
- Monitor industry developments and provide recommendations to improve practices, tools, and delivery approaches.
Qualifications
- 5 years of experience in a senior IS role, ideally in an environment focused on data, integrations, and reporting.
- Post-secondary degree or certificate in computer science, engineering, or a related field.
- Strong expertise in software delivery and quality practices, technologies, and delivery methodologies.
- Proven history of developing, leading, and delivering successful technology solutions with measurable outcomes.
- Demonstrated leadership and people management experience, with the ability to build and maintain effective teams and relationships in a complex matrix environment.
- Experience with software tools, development lifecycles, methodologies, and technologies relevant to application delivery.
- Strong analytical, quantitative, critical thinking, and planning skills.
- Ability to lead others to embrace change, perform effectively, and adapt quickly.
- Excellent communication skills, with the ability to communicate clearly and concisely and coordinate change across an organization.
- Personal qualities of a strong leader, including resilience, adaptability, and self-awareness.
- Ability to make well-informed decisions in complex and high-pressure situations and coach others to do the same.
- Experience in the insurance or financial services industry is an asset.
- Relevant certifications such as ITIL, SAFe, PMP, or Six Sigma are considered strong assets.
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.
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
Manager, Application Delivery
Top Benefits
About the role
Date: Nov 25, 2025
Location: Winnipeg, MB (Hybrid), CA Calgary, AB (Hybrid), CA Dartmouth, NS (Hybrid), CA Edmonton, AB (Hybrid), CA Ottawa, ON (Hybrid), CA Montreal, QC (Hybrid), CA Kitchener, ON (Hybrid), CA Vancouver, BC (Hybrid), CA Winnipeg, MB, CA, R3C-1P5 Moncton, NB (Hybrid), CA North York - Toronto, ON (Hybr, CA
Company: Wawanesa Insurance
Job ID: 9569
Working Business Language: English. This role is considered a head-office role and will be required to communicate with internal stakeholders across Canada where the primary business language utilized is 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: $148,000 - $174,000. 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: Winnipeg, MB; Vancouver, BC; Calgary, AB; Edmonton, AB; Toronto (North York), ON; Kitchener, ON; Ottawa, ON; Montreal, QC; Quebec City, QC, Moncton, NB; Dartmouth; NS.
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
The Manager, Application Delivery contributes to Wawanesa’s success by leading delivery and quality initiatives that support Wawanesa Life systems for members, brokers, and employees. Reporting to the Vice President, Life Systems, this role leads a team of IT professionals and oversees data, integration, and reporting initiatives across the Wawanesa Life organization.
Job Responsibilities
- Lead the delivery and implementation of data, integration, and reporting initiatives to ensure value for customers while maximizing reliability, availability, scalability, and performance.
- Assign and manage Application Delivery resources (employees and consultants) to ensure effective and efficient delivery.
- Work with project managers and delivery leads to establish development plans that fulfill program and project objectives.
- Ensure processes, methodologies, policies, and procedures are followed, and contribute to continuous improvement in these areas.
- Contribute to the development and execution of the annual operational plan.
- Maintain accountability for department service levels and overall application vitality.
- Understand and interpret data to support objective, data-driven decisions.
- Provide leadership, coaching, and support to create a respectful, challenging, and rewarding work environment where employees can reach their full potential and contribute to company goals.
- Negotiate and administer vendor, outsource, and consultant contracts, service agreements, and ongoing service delivery.
- Monitor industry developments and provide recommendations to improve practices, tools, and delivery approaches.
Qualifications
- 5 years of experience in a senior IS role, ideally in an environment focused on data, integrations, and reporting.
- Post-secondary degree or certificate in computer science, engineering, or a related field.
- Strong expertise in software delivery and quality practices, technologies, and delivery methodologies.
- Proven history of developing, leading, and delivering successful technology solutions with measurable outcomes.
- Demonstrated leadership and people management experience, with the ability to build and maintain effective teams and relationships in a complex matrix environment.
- Experience with software tools, development lifecycles, methodologies, and technologies relevant to application delivery.
- Strong analytical, quantitative, critical thinking, and planning skills.
- Ability to lead others to embrace change, perform effectively, and adapt quickly.
- Excellent communication skills, with the ability to communicate clearly and concisely and coordinate change across an organization.
- Personal qualities of a strong leader, including resilience, adaptability, and self-awareness.
- Ability to make well-informed decisions in complex and high-pressure situations and coach others to do the same.
- Experience in the insurance or financial services industry is an asset.
- Relevant certifications such as ITIL, SAFe, PMP, or Six Sigma are considered strong assets.
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.
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