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Senior Director, AI Strategy – Enablement
OneSource Virtual. Own the AI strategy and multi-year roadmap .
Core Competencies
Role fitCore Competencies
Use this summary to align your resume positioning with the role.
Demonstrates expertise in AI strategy development, governance, and operationalization, with a strong focus on responsible AI practices and stakeholder engagement. Proven ability to lead cross-functional initiatives and communicate effectively with senior executives while driving measurable business impact.
Highest-signal resume keywords
AI Strategy DevelopmentCross-Functional LeadershipGovernance and Risk ManagementAI Tools and AutomationStakeholder Coordination
ATS Keywords
Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills
AIMachine LearningAutomationPythonData AnalysisGovernance PracticesPrototypingBudget ManagementOutcome MeasurementCompliance Requirements
Soft Skills
CommunicationLeadershipCollaborationProblem-SolvingStakeholder Engagement
Tools & Technologies
WorkdaySaaSAI ToolsVendor EvaluationData Privacy Tools
Industry Keywords
Financial ServicesHR TechnologyData PrivacyRegulated DataOperating Models
Tech Stack
Tools & technologiesPython
About the role
Key responsibilities & impact- Own the AI strategy and multi-year roadmap
- Identify opportunities where AI can change how the company works and what it offers
- Surface use cases and selectively prototype automation opportunities
- Maintain visibility into AI use, ownership, data access, value, pilots, and investments
- Define responsible-AI standards and risk-based governance reviews with security, legal, and data owners
- Guide AI tool, vendor, partner, and Workday-related investments
- Hold AI initiative owners accountable and escalate issues to leadership
- Establish baselines and success measures, track capability maturity, and report business impact
- Enable employees to use AI effectively and share reusable patterns and knowledge
- Partner with technology and business leaders to establish shared direction and make sanctioned AI adoption easy
- Work with IT leadership to operationalize AI standards
- Communicate roadmap, progress, and impact to executives and the company
- Build and lead the AI strategy function
Requirements
What you’ll need- Bachelor's degree in Computer Science, Engineering, Business Administration, or a related field
- 10+ years of technology or innovation experience with increasing responsibility and strategic impact
- 5+ years leading cross-functional initiatives, portfolios, or governance work, including budget awareness and stakeholder coordination
- Practical experience with AI, machine learning, or automation, including vendor evaluation and moving work from pilot to production
- Experience with governance, risk, or responsible-AI practices, ideally involving sensitive or regulated data
- Track record of measuring outcomes and improving results with data
- Hands-on fluency with current AI tools and building agents or prototypes
- Experience preparing and presenting strategy to senior executives
- Experience in SaaS, financial services, or HR and payroll technology, with an understanding of compliance and data privacy requirements, including international requirements
- Experience designing operating models or governance approaches
- Experience enabling adoption through learning and peer communities
- Partnership development with platform vendors and technology partners
- Programming or prototyping skills in Python or similar languages
Benefits
Comp & perks- Values-based culture
- Upward mobility
- Professional development opportunities
- Creative collaboration
- Recognition/reward for innovative thinking, fresh perspectives, and hard work