Technology (AI) Strategist, GTM Enablement Transformation Director

Your work days are brighter here.

At Workday, it all began with a conversation over breakfast. When our founders met at a sunny California diner, they came up with an idea to revolutionize the enterprise software market. And when we began to rise, one thing that really set us apart was our culture. A culture which was driven by our value of putting our people first. And ever since, the happiness, development, and contribution of every Workmate is central to who we are. Our Workmates believe a healthy employee-centric, collaborative culture is the essential mix of ingredients for success in business. That’s why we look after our people, communities and the planet while still being profitable. Feel encouraged to shine, however that manifests: you don’t need to hide who you are. You can feel the energy and the passion, it's what makes us unique. Inspired to make a brighter work day for all and transform with us to the next stage of our growth journey? Bring your brightest version of you and have a brighter work day here.

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About the Team

It's fun to work in a company where people truly believe in what they're doing. At Workday, we're committed to bringing passion and customer focus to the business of enterprise applications. The Global Revenue Enablement team is dedicated to empowering our revenue teams with cutting-edge enablement that maximizes efficiency and drives organizational impact.

We take our culture as a key foundation to the way we work together and how we hold each other accountable!

About the Role

This role will report directly to the Global VP of Revenue Enablement and be a strategic member of the senior leadership team. If you are a passionate AI enthusiast with a blend of technical knowledge, discernment, project leadership experience, and you are eager to drive progressive change in the GTM enablement space, we would love to have you join our team!

 This strategic, individual contributor will:

• Drive AI-powered GTM enablement initiatives to improve efficiency, quality, and accelerate outcomes by identifying and implementing AI solutions.
• Partner with executive leadership on AI initiatives, ensuring alignment with strategic priorities, and establishing an AI operating framework to coordinate high-value use cases, train employees, and ensure scalable adoption across all teams
• Lead the development, implementation, adoption, and oversight of AI solutions and technologies across GTM enablement, including the definition of ROI-based business cases, success metrics, and change management plans.

AI Strategy, Framework, and Roadmap

• Partner, identify, drive, and maintain an end-to-end roadmap of high-value AI use cases across the enablement technology ecosystem and GTM experience, focusing on scaling operations, improving field effectiveness, efficiency, and productivity.
• Build organizational AI capabilities across GTM by establishing best practices to standardize and scale AI adoption.

Project Leadership, Adoption, Training & Advocacy

• Drive the adoption and effective utilization of Workday's internal platforms and technologies (including AI use cases) relevant to revenue generation across global revenue teams.
• Collaborate collaborative teams to prioritize and execute AI initiatives, championing impact through adoption.
• Contribute to the evolution of AI solutions by capturing stakeholder insights, managing vendor relationships for feature requests, and driving ongoing improvements.

About You

Basic Qualifications:

 

Principal Technology (AI) Strategist

• 2+ years’ experience proven experience in leading the full lifecycle of AI-led transformations at scale, encompassing strategic selection, detailed implementation, and widespread user adoption across the organization
• 3+ years’ experience with AI technologies and project success
• 8+ years’ experience in developing and delivering effective training programs
• 8+ years Project management skills

Sr. Principal Technology (AI) Strategist

• 3+ years’ experience proven experience in leading the full lifecycle of AI-led transformations at scale, encompassing strategic selection, detailed implementation, and widespread user adoption across the organization
• 5+ years’ experience with AI technologies and project success
• 10+ years’ experience in developing and delivering effective training programs
• 10+ years Project management skills

Other Qualifications:

• Understanding of revenue generation processes and the specific challenges faced by GTM teams, preferably in the B2B technology space.
• Excellent communication and interpersonal skills, with the ability to explain technical concepts clearly to cross-functional teams and managing stakeholder relationships
• Strong problem-solving and analytical skills to assess user needs and identify areas for digital experience enhancement
• Solid technical proficiency and familiarity with CRM systems (e.g., Salesforce), sales enablement platforms, marketing automation tools, and other technologies commonly used by revenue teams
• Bachelor’s degree in Business Administration or Computer Science, or a related field (or equivalent professional experience)

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, please click here.

Primary Location: USA.IL.Chicago

 

Primary Location Base Pay Range: $193,700 USD - $290,500 USD

 

Additional US Location(s) Base Pay Range: $175,300 USD - $311,300 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.

Are you being referred to one of our roles? If so, ask your connection at Workday about our Employee Referral process!