Director, AI Solutions Strategy & Planning in Winnipeg

This position is listed on behalf of a partner company, which manages all applications and next steps. Our partner is looking for a Director, AI Solutions Strategy & Planning based in Canada. We are seeking a strategic and forward-thinking AI leader to shape the planning, development, and adoption of AI-powered solutions across a dynamic business environment. In this leadership role, you will connect business priorities with emerging AI capabilities, helping teams identify opportunities that deliver measurable value and operational impact. You will guide strategic planning, align cross-functional stakeholders, and establish clear roadmaps for AI initiatives. The role requires balancing innovation with practical execution, ensuring solutions support organizational goals and evolving customer needs. You will work in a flexible, collaborative environment that values diverse perspectives, experimentation, and continuous improvement. This is an opportunity to influence AI strategy at a senior level and help turn emerging technologies into meaningful business outcomes.

Accountabilities

• Define and lead AI solutions strategy and planning, aligning initiatives with business objectives, operational priorities, and long-term organizational goals.
• Identify opportunities to apply AI across business functions, evaluating potential use cases, feasibility, expected value, and implementation requirements.
• Develop strategic roadmaps, prioritization frameworks, and execution plans for AI initiatives, ensuring resources are directed toward high-impact opportunities.
• Collaborate with cross-functional teams and senior stakeholders to translate business challenges into actionable AI strategies and scalable solutions.
• Establish governance, performance measurement, and success criteria to assess the effectiveness and business impact of AI initiatives.
• Support the evaluation and adoption of emerging AI technologies, balancing innovation, scalability, risk, and practical business needs.
• Facilitate alignment between technical teams and business leaders to ensure AI solutions address real-world requirements and deliver measurable outcomes.
• Monitor industry trends, evolving AI capabilities, and best practices to identify opportunities for continuous innovation and strategic improvement.
• Promote responsible AI adoption, encouraging thoughtful implementation, effective collaboration, and alignment with organizational standards.

Requirements

• Demonstrated experience in AI strategy, technology planning, digital transformation, product strategy, or a related leadership discipline.
• Ability to translate business objectives into AI opportunities, strategic roadmaps, and actionable implementation plans.
• Strong understanding of AI technologies and their potential applications in business environments.
• Experience evaluating initiatives based on business value, feasibility, scalability, and measurable outcomes.
• Proven ability to work across functions and influence senior stakeholders, aligning business priorities with technical execution.
• Strong strategic thinking, analytical reasoning, and problem-solving skills, with the ability to navigate complex and evolving technology landscapes.
• Excellent communication and presentation skills, including the ability to explain technical concepts and strategic recommendations to diverse audiences.
• Ability to lead planning processes, manage competing priorities, and foster collaboration in a flexible, fast-moving environment.
• Commitment to responsible innovation, continuous learning, and inclusive teamwork.

Benefits

• Flexible work arrangements, with opportunities for in-office, flex, or remote work depending on the position and applicable arrangements.
• An inclusive workplace that values diverse backgrounds, perspectives, and professional experiences.
• Accessibility and accommodation support throughout the recruitment process.