OneSource Virtual · 6 days ago
Sr. Director, AI Strategy & Transformation
United States
Full-time
Remote
Director/Executive
10+ years expOneSource Virtual is a leading provider of Business-Process-as-a-Service (BPaaS) solutions for Workday. The Senior Director of AI Strategy & Transformation will lead the enterprise-wide AI adoption initiative, driving strategic implementation of AI technologies across all departments and business functions while managing budgets and preparing executive-level presentations.
Enterprise SoftwareHuman ResourcesInformation TechnologyOutsourcing
Responsibilities
Coordinate communication plans with other groups to ensure seamless AI adoption strategies across technology, operations, customer service, sales, HR, legal, and executive teams while maintaining alignment with business objectives
Guide strategic conversations toward clear decisions and implementable solutions, ensuring productive outcomes in AI strategy sessions, vendor evaluations, and cross-departmental implementation planning
Understand and manage the budget for AI transformation initiatives, including technology procurement, training investments, development resources, and ROI measurement across the organization
Prepare and format information to be delivered to executives, creating compelling presentations on AI strategy, implementation progress, competitive advantages, and business impact metrics
Identify and actively mentor successors using metrics, developing next-generation AI leaders through measurable development programs and succession planning initiatives
Implement and enhance metric-based tracking and success measurements across AI adoption groups and advocate adoption of measurement frameworks in similar transformation initiatives
Maintain clearly articulated opinions on AI strategy and influence outcomes toward strategic AI adoption positions across the organization and industry
Demonstrate effective planning and negotiation skills during periods of organizational change and technology disruption, maintaining transformation momentum under complex conditions
Hold multiple groups accountable including AI working groups, departmental implementation teams, and vendor partners producing work in coordination with transformation initiatives
Evaluate, recommend, and procure AI training materials for each department, assessing organizational needs and ensuring effective knowledge transfer and skill development across all business functions
Discover and catalog process improvements across the organization through systematic analysis, identifying AI automation opportunities and prioritizing initiatives based on business impact and feasibility
Develop AI solution prototypes to validate approaches, demonstrate value propositions, and guide strategic decisions on technology adoption and implementation methodologies
Lead development resources to build AI solutions, directing technical teams in implementing strategic AI initiatives while ensuring alignment with business objectives and quality standards
Delegate tasks to direct and indirect reports with limited hands-on involvement in day-to-day operations, intervening strategically when senior leadership is required for AI initiatives
Identify and measure group-level productivity improvements resulting from AI adoption, implementing data-driven optimization strategies and ROI measurement frameworks
Exhibit senior leadership behaviors with staff, combat resistance to AI adoption, and actively seek innovative solution recommendations from transformation teams and external partners
Qualification
Required
Bachelor's degree in Computer Science, Engineering, Business Administration, or related field
10+ years of technology or innovation leadership experience with demonstrated progression through increasing levels of responsibility and strategic impact
AI, machine learning, or automation implementation experience including strategic planning, vendor management, and enterprise-scale deployment
8+ years of senior leadership experience managing large-scale transformation initiatives with responsibility for budget management, stakeholder coordination, and organizational change
Proven track record of leading complex client relationships and managing challenging situations during technology transformations with successful resolution and relationship preservation
Executive presentation and communication experience with ability to prepare and deliver strategic information to C-level executives, board members, and external stakeholders
Demonstrated expertise in metrics-based management and organizational performance measurement with track record of driving productivity improvements through technology adoption
Hands-on experience with AI development and prototyping including familiarity with major AI platforms, development tools, and implementation methodologies
Preferred
Advanced AI and machine learning experience or certifications from major technology providers (AWS, Azure, Google Cloud) demonstrating technical depth and strategic understanding
Experience in SaaS, financial services, or HR technology industries with understanding of enterprise AI applications and compliance requirements
Industry thought leadership experience including publications, speaking engagements, and participation in AI strategy forums and professional associations
Advanced programming and prototyping skills in Python, R, or similar languages with ability to create functional AI demonstrations and proof-of-concept solutions
Partnership development experience with AI vendors, research institutions, and technology consulting organizations
International experience with understanding of global AI regulations, data privacy requirements, and cross-cultural technology adoption
Leadership development expertise with track record of developing next-generation technology leaders and AI specialists
Company
OneSource Virtual
OneSource Virtual is a workday services partner in deployment, consulting, and BusinessProcess-as-a-Service (BPaaS) services.
501-1000 employees
H1B Sponsorship
OneSource Virtual has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (4)
2024 (8)
2023 (10)
2022 (15)
2021 (11)
2020 (15)
Funding
Current Stage
Late StageTotal Funding
$165MKey Investors
TCVHalyard Capital
2026-01-07Acquired
2015-06-19Series B· $150M
2014-04-01Series Unknown
Leadership Team
Brian Williams
Executive Chairman & Co-Founder
Kelvin Gray
Chief Customer Officer
Recent News
2026-01-14
2026-01-12
2026-01-12
Company data provided by crunchbase