Senior Risk & Controls Testing Specialist

Date: Mar 16, 2026

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

Company: Wawanesa Insurance

 

Job ID: 9878 


Employment Type:
 New Role 


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: $95,000 - $115,000. Candidates with salary expectations outside of the range are still encouraged to apply. 

 

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: Winnipeg, MB; Vancouver, BC; Calgary, AB; Edmonton, AB; Toronto (North York), 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 3,300 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

The Senior Risk & Controls Testing Specialist is a key contributor in Wawanesa’s second line Monitoring and Testing (M&T) team. Working under minimal supervision, this role is a senior subject matter resource who monitors, educates, and advises business team members handling first line of defense risk mitigation and regulatory compliance activities. The role also leads reviews of applicable laws, regulations, industry guidelines, internal policies and procedures, and best practices.

Job Responsibilities

  • Leads the design and execution of complex, risk‑based test procedures, including criteria development, evidence assessment, and documentation of processes and controls.
  • Works with M&T data analytics team members and other relevant stakeholders to champion the use of data analytics and technology, where appropriate to increase testing coverage, effectiveness, and efficiency
  • Mentors other M&T team members and supervises work performed by others
  • Executes testing across a broad range of enterprise risk types, including regulatory compliance, financial controls, technology/cybersecurity, operational risk, and other areas aligned to the expanded second  line mandate.
  • Collaborates with internal team members and cross-functional stakeholders effectively to promote the value proposition of M&T activities in helping different key business stakeholders to achieve Wawanesa’s strategic goals
  • Leads stakeholder interviews, reviews documents, and prepares comprehensive working papers with minimum supervision
  • Synthesizes testing results reported from first line quality assurance functions to evaluate risk management effectiveness and regulatory compliance
  • Develops and maintains right-sized internal documentation with high quality
  • Identifies and documents instances of heightened or unmitigated risk exposures, non-compliance and potential regulatory issues, supporting enterprise risk and compliance reporting processes
  • Presents testing results to stakeholders, including Senior Management, through impactful reporting that contains practical, value-added recommendations to strengthen internal controls and enhance risk management; subsequently follows up on related Management Action Plans
  • Challenges the status quo and pursues continuous improvement opportunities
  • Maintains a high degree of professionalism in handling confidential and sensitive information
  • Performs other duties as required

Qualifications

  • Minimum 5 years of progressive experience in regulatory compliance, enterprise risk, internal audit, or external audit, with demonstrated experience conducting control testing. (Chartered Professional Accountant (CPA), Certified Information System Auditor (CISA), and/or Certified Internal Auditor (CIA) designation (or equivalent) is required
  • Post-secondary education with a focus on business, management information systems, accounting, finance, risk management and insurance, or equivalence
  • Experience testing across multiple enterprise risk categories (e.g., financial controls, technology/cybersecurity, operational risk) is an asset
  • Exceptional ability to manage multiple priorities with minimal supervision
  • Excellent planning, organizing, and time management skills
  • Strong interpersonal, verbal, and written communication skills, with the ability to communicate at the appropriate level for the audience and present risk and controls information and reasoning in a convincing manner
  • Excellent attention to detail, analytical and problem-solving skills, with the ability to apply critical thinking to principle-based laws and regulations and to influence key relationships
  • Experience in life / property & casualty insurance or other federally regulated financial institutions is considered an asset
  • Experience with governance, risk, and compliance tools such as Ethidex, Archer, and MetricStream is considered an asset
  • Holder of, or actively pursuing, the CIP designation is considered an asset
  • Bilingualism (French and English) is considered an asset


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.

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.