Director, Regulatory Affairs

Date: Oct 24, 2025

Location: Hybrid - Canada, CA Montreal, QC (Hybrid), CA Dartmouth, NS (Hybrid), CA Ottawa, ON (Hybrid), CA Calgary, AB (Hybrid), CA North York - Toronto, ON (Hybr, CA Vancouver, BC (Hybrid), CA Winnipeg, MB (Hybrid), CA Edmonton, AB (Hybrid), CA Moncton, NB (Hybrid), CA Kitchener, ON (Hybrid), CA

Company: Wawanesa Insurance

 

Job ID: 9527 


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: $170,000- $220,000. 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, ON; Kitchener, ON; Ottawa, ON; Montreal, 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

Reporting to the Vice President, Chief Compliance Officer, the Director, Regulatory Affairs is responsible for overseeing a team focused on providing advice, guidance, direction and training on key regulatory requirements that Wawanesa’s business and enterprise service teams are held to.

The successful candidate will have a strong understanding of the legal and regulatory landscape, particularly as it affects the insurance industry, and be well-versed in creating a collaborative environment where cross-functional groups use their unique knowledge and skills together in order to achieve shared goals.

 

Job Responsibilities

  • Acts as the operational leader of Wawanesa’s compliance advisory services team.
  • Represents Wawanesa with the regulator for all inquiries and legal interpretation.
  • Oversees the operation of Wawanesa’s regulatory intelligence program.
  • Provides guidance and support to business and enterprise service teams on development of policies to address regulatory compliance requirements.
  • Provides guidance and advice to Wawanesa’s leaders in business and enterprise service teams on regulatory compliance requirements and on development and implementation of controls intended to address them.
  • Oversees development and execution of regulatory compliance training and awareness programs for employees across the enterprise.
  • Supports communications and interactions between Wawanesa and its regulators, including:
  • Providing operational support to periodic regulator reviews and reports;
  • Overseeing and coordinating responses to regulator change initiatives, including regulator consultations; and
  • Developing responses to regulator inquiries and reviews.
  • With the guidance of the Vice President, Chief Compliance Officer, develops and implements key policies and supporting controls for the regulatory advisory services team as required.
  • Provides regular, timely, fit-for-purpose reporting on developments in areas of responsibility to stakeholders in support of Wawanesa’s compliance reporting program.
  • Supports the Vice President, Chief Compliance Officer by formulating and executing initiatives and activities which align with the priorities of other compliance function leaders, using a risk-based approach, to support Wawanesa’s Regulatory Compliance Management Framework.
  • Collaboratively works with leaders across the legal and governance teams, as well as other business and enterprise services teams to identify, assess and mitigate regulatory compliance risk.
  • Stays abreast of developments in best practices in areas of responsibility, in order to provide timely and fit-for-purpose provides advice and recommendations to colleagues and other stakeholders.
  • Performs other additional duties, projects and responsibilities as assigned.

Qualifications

  • LLB/JD and current membership of a provincial bar.
  • A minimum of 7 years of relevant experience in a compliance, or legal setting, including at least 5 years in leadership role.
  • Well-honed ability to understand, interpret and apply legislation, regulations and regulatory guidance in a business setting.
  • Substantial experience in an insurance industry setting preferred.
  • A thorough understanding of compliance, monitoring and reporting frameworks.
  • Experience in delivering regulatory compliance best practices within a large complex organization.
  • A proven pragmatic approach to dealing with compliance requirements.
  • Excellent ability to express complex policy, program or process concepts and requirements clearly and concisely, both orally and in writing.
  • Strong program planning, development and execution skills.
  • Excellent ability to collaborate with a variety of internal stakeholders, and to effectively communicate with both internal and external stakeholders.
  • Ability to synthesize information from a variety of sources, independently identify and resolve problems in a timely manner utilizing strong decision-making skills to achieve the appropriate result.
  • Must be able to multi-task, take initiative and work well independently with strong process orientation.
  • Excellent ability to collaborate with a variety of team members and other colleagues to achieve superior outcomes.
  • Ability to maintain discretion in recognizing, protecting and adhering to absolute confidentiality of highly sensitive or confidential information.
  • Bilingualism (French and English) is an asset.

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.
 

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