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 work from home.

Working Business Language English 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.

About The Wawanesa Mutual Insurance Company

Founded in 1896, The Wawanesa Mutual Insurance Company is one of Canada’s largest mutual insurers, 100% owned by its members, with more than $4.1 billion in annual revenue and $12.5 billion in assets. Headquartered in Winnipeg, Wawanesa is the parent company of Wawanesa Life, which provides life insurance solutions throughout Canada, and Western Financial Group, a leading national distributor of personal and business insurance. In March of 2026, Wawanesa entered into an agreement to acquire Everest Insurance Company of Canada to strengthen its commercial insurance capabilities and advance its long‑term growth strategy.

The company actively gives back to organizations that strengthen communities, donating more than $4 million annually to charitable organizations, including more than $2 million each year in support of people on the front lines of climate change. The Director, Enabling Functions coordinates and optimizes corporate and shared services that support Wawanesa's business operations. As a trusted advisor to the Senior Leadership Team, the Director translates strategic priorities into coordinated action,



integrates operational and service performance insights, and supports informed decision‑making, governance, organizational effectiveness, and continuous improvement.

The role balances strategic planning and relationship management with hands‑on execution. Serve as the primary point of coordination between business leaders and enterprise partners across Compliance, Corporate Strategy and the Enterprise Project Management Office, Human Resources and Internal Communications, Technology, Legal, Risk and Regulatory, and Special Projects. Represent business requirements in enterprise planning and ensure operational needs are reflected in service priorities and decisions.

Monitor service performance, coordinate escalation and resolution of complex issues, and identify opportunities to improve quality, responsiveness, efficiency, and effectiveness. Support strategic and operational planning, budgeting, forecasting, resource allocation, and execution. Monitor objectives and provide senior leadership with timely updates on progress, performance, risks, issues, and required decisions.

Lead or coordinate cross‑functional initiatives and special projects affecting Wawanesa’s operations. Provide objective analysis, operational insight, options, and recommendations to support executive decisions. Coordinate leadership meetings, planning sessions, governance forums, operational reviews, and follow‑up activities.

Prepare executive presentations, reports, briefing notes, correspondence, business cases, and Board or committee materials.



Integrate operational and support‑function reporting to provide a clear view of organizational and service performance. Develop dashboards, measures, and performance indicators for service delivery, operational effectiveness, and strategic initiatives.

Bachelor's degree in Law, Business, Commerce, Finance, public Administration, or related field; an MBA or other advanced business education is an asset. Eight to ten years of progressive leadership experience in business operations, corporate services, strategic planning, consulting, administration, program management, or a related discipline. Strong understanding of corporate functions, service delivery, governance, risk management, budgeting, and operational planning.

Excellent business acumen, judgement, relationship management, facilitation, negotiation, communication, and executive writing skills.

Experience supporting senior executives and governance processes is an asset; flexibility to travel or work outside regular hours is required.

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. If you require accommodations during any stage of the recruitment process, please reach out in confidence to [email protected] Wawanesa job applicants are subject to Wawanesa's Privacy Policy.

All final decisions are taken or reviewed by human recruiters and human hiring leaders in compliance with all applicable legislation. #

📌 Director, Enabling Functions - Planning & Performance (Toronto)
🏢 Wawanesa Insurance
📍 Toronto