Sr. Director, AI Strategy and Product Management

Your work days are brighter here.

We’re obsessed with making hard work pay off, for our people, our customers, and the world around us. As a Fortune 500 company and a leading AI platform for managing people, money, and agents, we’re shaping the future of work so teams can reach their potential and focus on what matters most. The minute you join, you’ll feel it. Not just in the products we build, but in how we show up for each other. Our culture is rooted in integrity, empathy, and shared enthusiasm. We’re in this together, tackling big challenges with bold ideas and genuine care. We look for curious minds and courageous collaborators who bring sun-drenched optimism and drive. Whether you're building smarter solutions, supporting customers, or creating a space where everyone belongs, you’ll do meaningful work with Workmates who’ve got your back. In return, we’ll give you the trust to take risks, the tools to grow, the skills to develop and the support of a company invested in you for the long haul. So, if you want to inspire a brighter work day for everyone, including yourself, you’ve found a match in Workday, and we hope to be a match for you too.

About the Team

The Architecture & AI (AAI) organization is a dynamic and evolving team that is spearheading Workday’s growth through trusted data excellence, innovation, and architectural thought leadership. Equipped with an array of skills in data & AI platforms and operations, enterprise architecture, data science, engineering, machine learning and AI strategy & product management, this team orchestrates the flow of data across our growing company while ensuring data accessibility, accuracy, and security. With a relentless focus on innovation and efficiency, Workmates in AAI enable the transformation of complex data sets into actionable insights that fuel strategic decisions and position Workday at the forefront of the technology industry. AAI is a global team distributed across the U.S., Canada and India.

About the Role

The Sr. Director, AI Strategy and Product Management role is accountable for guiding and driving our organization's AI initiatives. This role requires a deep understanding of artificial intelligence, data science, and business strategy. This experienced and innovative individual will be responsible for defining, implementing, and scaling AI-driven solutions that align with Workday's objectives, ensuring a competitive edge in the market for our corporate and business functions.

Beyond driving AI capability rollouts, this role will serve as a key catalyst in building, scaling, and maturing the overall Product Management muscle across Business Technology (BT). You will help establish product management standards, elevate functional discipline, and champion an outcome-driven, product-centric mindset throughout the broader BT organization.

Key Accountabilities:

• AI Strategy & Roadmap: Develop and articulate a clear AI strategy that aligns with overall business goals and drives competitive advantage. Create and manage an AI roadmap that is consistently updated with capability rollouts, prioritizing initiatives based on potential business impact, feasibility, and resource availability.

• Mature Product Management Muscle in BT: Spearhead efforts to build and mature product management practices across Business Technology (BT). Standardize frameworks, elevate product leadership capabilities, and instill an outcome-focused, product-led culture across technology initiatives.

• Cross-Functional Leadership & Collaboration: Collaborate closely with key stakeholders, including product, engineering, data science, and business units, to ensure seamless integration of AI initiatives and product practices across the organization.

• Innovation & Industry Trends: Stay up-to-date on AI trends, emerging technologies, and industry best practices. Identify new AI opportunities and innovative solutions that can be applied to enhance business operations and customer experience.

• Talent Mentorship & Growth: Lead and mentor a team of AI Product Managers and AI Architects as well as leverage AI specialists, data scientists, and engineers. Foster a culture of product excellence, innovation, collaboration, and continuous learning.

• Metrics, ROI & Optimization: Establish metrics and KPIs to assess the effectiveness and ROI of AI initiatives. Continuously monitor, evaluate, and optimize AI strategies to maximize value.

• Ethical & Responsible AI: Ensure all AI applications adhere to ethical standards, regulatory requirements, and data privacy laws. Advocate for responsible AI usage within the organization.

• Vendor & Budget Oversight: Identify and manage relationships with external AI vendors, partners, and consultants to leverage external expertise and technologies. Oversee the budget for AI projects, ensuring cost-effectiveness and alignment with financial goals.

About You

Basic Qualifications

• 10+ years of experience in AI, data science, or related field.

• 10+ years of experience building, scaling, or maturing Product Management practices and disciplines within a Business Technology (BT) or enterprise IT environment.

• 5+ years of experience in a strategic leadership role.

• 5+ years of experience developing and implementing AI strategies within a corporate environment.

Other Qualifications:

• Excellent communication and presentation skills, with the ability to articulate complex AI concepts to non-technical customers.

• Proven track record of developing and implementing AI strategies in a corporate environment.

• Experience working with cross-functional teams and managing complex projects.

• Deep understanding of AI technologies, machine learning models, and data analytics.

• Familiarity with AI/ML frameworks and tools (e.g., TensorFlow, PyTorch, Scikit-learn).

• Knowledge of data governance, data privacy, and AI ethics.

• Strong critical thinking and problem-solving skills.

• Experience in the technology and software industry is preferred.

• Bachelor’s or Master’s degree in Computer Science, Data Science, Artificial Intelligence, Business Administration, or a related field (PhD is a plus).

Workday Pay Transparency Statement

The annualized base salary ranges for the primary location and any additional locations are listed below.  Workday pay ranges vary based on work location. As a part of the total compensation package, this role may be eligible for the Workday Bonus Plan or a role-specific commission/bonus, as well as annual refresh stock grants. Recruiters can share more detail during the hiring process. Each candidate’s compensation offer will be based on multiple factors including, but not limited to, geography, experience, skills, job duties, and business need, among other things. For more information regarding Workday’s comprehensive benefits in Canada, please click here. For more information regarding Workday’s comprehensive benefits in the US, please click here.

Primary Location: CAN.ON.Toronto

Primary CAN Base Pay Range: $233,400 - $350,000 CAD

Additional US Location(s) Base Pay Range: $220,400 USD - $408,000 USD

Our Approach to Flexible Work
 

With Flex Work, we’re combining the best of both worlds: in-person time and remote. Our approach enables our teams to deepen connections, maintain a strong community, and do their best work. We know that flexibility can take shape in many ways, so rather than a number of required days in-office each week, we simply spend at least half (50%) of our time each quarter in the office or in the field with our customers, prospects, and partners (depending on role). This means you'll have the freedom to create a flexible schedule that caters to your business, team, and personal needs, while being intentional to make the most of time spent together. Those in our remote "home office" roles also have the opportunity to come together in our offices for important moments that matter.

Pursuant to applicable Fair Chance law, Workday will consider for employment qualified applicants with arrest and conviction records.

Workday is an Equal Opportunity Employer including individuals with disabilities and protected veterans.

At Workday, we are committed to providing an accessible and inclusive hiring experience where all candidates can fully demonstrate their skills. If you require assistance or an accommodation at any point, please email [email protected].

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