Consulting Director, Business Strategy & Transformation

CNA; Toronto; On-site; CAD 140,000 - 200,000; Full time

Job summary

CNA Canada is seeking a Consulting Director, Strategy & Transformation to act as a strategic partner to the executive leadership team. You will translate business strategy into executable plans, leading enterprise strategy execution, governance, and change management initiatives to enable growth and operational effectiveness.

The role requires strong business acumen, executive influence, and the ability to mobilize stakeholders around shared priorities while driving a culture of execution and

Qualifications

• Bachelor's degree required; Master's degree or relevant professional designation preferred.
• Minimum 8 years of progressive experience in strategy, consulting, transformation, program management, or related business leadership roles.
• Property & Casualty insurance experience strongly preferred; Commercial Lines experience considered an asset.
• Demonstrated experience partnering with executive leadership teams to drive strategic planning, organizational change, and enterprise transformation initiatives.

Responsibilities

• Lead the development, execution, and ongoing management of CNA Canada's strategic business plan with alignment to objectives, investments, resources, and measurable outcomes.
• Facilitate annual planning, prioritization, and roadmap development to translate strategic priorities into deliverable plans and commitments.
• Partner with executive leadership to identify strategic opportunities, optimize operating models, and advance enterprise transformation priorities.
• Lead cross-functional strategic and transformation initiatives with delivery against timelines, budgets, and expected business outcomes.
• Establish governance, reporting, and performance management practices to support decision making and enterprise alignment.
• Monitor initiatives, identify risks and dependencies, and recommend actions to maintain momentum and achieve results.
• Drive business readiness, organizational change management, and stakeholder engagement for successful implementation.
• Facilitate collaboration across business units to improve organizational effectiveness, streamline processes, and maximize performance.
• Conduct industry research, benchmarking, and analysis to inform strategic recommendations and business decisions.
• Develop executive-level presentations, assessments, business cases, and recommendations to support leadership discussions.

Skills

Executive influence

Strategy execution

Stakeholder management

Analytical thinking

Communication

Leadership

Program management

Education

Bachelor's degree

Master's degree preferred

Job description

You have a clear vision of where your career can go. And we have the leadership to help you get there. At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.

The Consulting Director, Strategy & Transformation serves as a strategic partner to CNA Canada's executive leadership team, responsible for translating business strategy into executable plans and measurable outcomes. This role leads enterprise strategy execution, transformation initiatives, governance, and change management activities that enable business growth and operational effectiveness. Working across business units and enabling functions, the Director drives alignment, prioritization, accountability, and business readiness to ensure strategic initiatives deliver intended value.

Success in this role requires strong business acumen, executive influence, program leadership, and the ability to mobilize stakeholders around shared priorities while fostering a culture of execution, innovation, continuous improvement, and accountability.

JOB DESCRIPTION:

Essential Duties & Responsibilities

• - Lead the development, execution, and ongoing management of CNA Canada's strategic business plan, ensuring alignment between business objectives, initiatives, investments, resources, and measurable outcomes.
• - Facilitate annual planning, prioritization, and roadmap development activities to translate strategic priorities into executable plans and delivery commitments.
• - Partner with executive leadership to identify strategic opportunities, optimize operating models, and advance enterprise transformation priorities.
• - Lead cross-functional strategic and transformation initiatives, ensuring delivery against objectives, timelines, budgets, and expected business outcomes.
• - Establish governance, reporting, and performance management practices that support effective decision making, accountability, and enterprise alignment.
• - Monitor strategic initiatives, identify risks, dependencies, and barriers to execution, and recommend actions to maintain momentum and achieve results.
• - Drive business readiness, organizational change management, and stakeholder engagement activities to support successful implementation and adoption of strategic initiatives.
• - Facilitate collaboration across business units and enabling functions to improve organizational effectiveness, streamline processes, and maximize performance.
• - Conduct industry research, competitive analysis, and benchmarking to inform strategic recommendations and business decisions.
• - Develop executive-level presentations, assessments, business cases, and recommendations to support leadership discussions and decision making.
• - Define and monitor key performance indicators, reporting, and dashboard capabilities to measure strategic progress, business impact, and benefits realization.
• - Identify opportunities to leverage data, analytics, automation, artificial intelligence, and digital capabilities to enhance business performance and accelerate

Reporting Relationship

Typically AVP or above

Skills, Knowledge & Abilities

• - Strong knowledge of the Property & Casualty insurance industry, including products, operations, and functional disciplines.
• - Demonstrated ability to lead enterprise-wide strategic and transformation initiatives involving multiple stakeholders and significant organizational change.
• - Strong executive presence and influencing skills with the ability to build alignment, challenge thinking, and effectively partner with senior leadership teams.
• - Exceptional strategic thinking, analytical, and problem-solving capabilities with the ability to translate complex issues into actionable recommendations.
• - Strong business and financial acumen, including experience evaluating investments, prioritizing initiatives, and measuring business value.
• - Excellent communication, facilitation, stakeholder management, and executive presentation skills.
• - Experience leading program management, governance, and organizational change initiatives.
• - Highly adaptable, results-oriented, and accountable, with the ability to manage multiple priorities in a dynamic environment.

Education & Experience

• - Bachelor's degree required; Master's degree or relevant professional designation preferred.
• - Minimum 8 years of progressive experience in strategy, consulting, transformation, program management, or related business leadership roles.
• - Property & Casualty insurance experience strongly preferred; Commercial Lines experience considered an asset.
• - Demonstrated experience partnering with executive leadership teams to drive strategic planning, organizational change, and enterprise transformation initiatives.

At CNA, we are committed to providing equal employment opportunities to all employees and applicants. It is our policy to provide equal employment opportunities to employees and applicants based on job-related qualifications and ability to perform a job. If you require an accommodation during the hiring process or upon hire, please inform Human Resources. If a selected applicant requests accommodation during the recruitment process, CNA will consult with the applicant in order to provide suitable accommodation that takes into account the applicant’s accessibility needs.