Sr. Director, AI Strategy & Transformation
Virginia, RemoteSuccess Profile
What makes a successful Sr. Director, AI Strategy & Transformation? Here are the top traits.
- Conceptual
- Proactive
- Problem-Solver
- Strategic
- Technologically Savvy
- Visual Thinker
Culture

Accomplish
Make a meaningful impact by using your problem-solving skills to push the boundaries of innovation in healthcare, while maintaining a healthy work-life balance.

Innovate
Foster a digital mindset to drive IT transformation across McKesson through our evolving data and technology tools.

Grow
Join a supportive environment where you can advance your career and develop both personally and professionally.
Benefits
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Coverage you can rely on
- Medical, Dental, and Vision
- Health Spending Accounts
- Flexible Spending Accounts
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Benefits that go beyond your base pay
- 401(k) (U.S.)
- Pension (Canada)
- Employee Stock Purchase Plan
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Support for total well-being
- Mental Health Programs
- Flexible Schedules
- Paid Time Off
- Wellness Program
- Education Reimbursement
- Volunteer Opportunities
- Flexible Work Environment
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A global leader of inclusion
McKesson’s commitment to diversity and inclusion starts at the top. We have also been named a Best Employer for Diversity by Forbes.
Responsibility
McKesson is an impact-driven, Fortune 10 company that touches virtually every aspect of healthcare. We are known for delivering insights, products, and services that make quality care more accessible and affordable. Here, we focus on the health, happiness, and well-being of you and those we serve – we care.
What you do at McKesson matters. We foster a culture where you can grow, make an impact, and are empowered to bring new ideas. Together, we thrive as we shape the future of health for patients, our communities, and our people. If you want to be part of tomorrow’s health today, we want to hear from you.
Current Need
We are looking for Sr Director, AI Strategy & Transformation to lead the AI Big Bets program strategy and delivery, aimed at accelerating modernizing our enterprise operations, primarily focused on supply chain, cash management, pricing, and document/contract digitization and optimization.
This role will drive enterprise-wide transformation by leveraging AI to enhance operational efficiencies and business value, co-leading with the AI/ML experimentation leader to identify, validate, and capitalize on strategic opportunities.
Key Responsibilities:
Strategic Leadership & Transformation
Develop and lead the strategic AI experimentation process to identify high-impact opportunities across the enterprise focused on modernizing our operations
Collaborate with AI/ML experimentation leader to design and execute experiments that demonstrate incremental business value, guiding prioritization and resource allocation.
End-to-End Value Realization
Ensure seamless integration of AI solutions across business units by partnering with advanced analytics, data science, and operational teams.
Oversee the full lifecycle of AI initiatives from ideation through to implementation and value capture, ensuring alignment with business unit and enterprise objectives.
Establish High-Performance Delivery Structure
Lead enterprise level program with a team of AI experts and data scientists, promoting a culture that embraces agility, innovation, and strategic risk-taking to stay ahead in AI advancements
Establish an environment that balances speed with thoroughness, encouraging calculated risk-taking and viewing failures as learning opportunities
Help design flexible team frameworks that enable rapid adaptation to diverse business challenges, ensuring the team can pivot efficiently across domains.
Navigate and lead within a matrix organization by fostering collaboration and alignment with cross-functional stakeholders, driving AI initiatives that align with strategic business goals.
Change Management & Communication
Develop and execute change management strategies to facilitate the adoption of AI technologies across the enterprise, engaging senior executives directly
Drive shared accountability between technology and business teams, engaging directly with senior technology leaders as well as BU function heads
Foster a culture of innovation and continuous improvement across the organization.
Facilitate Knowledge Transfer & Scaling
Develop processes to transition successful experiments to production implementation teams
Create knowledge repositories and documentation standards to capture learnings from all experiments
Establish communities of practice to share techniques and insights across the organization
Measure & Communicate Impact
Implement metrics to track experimental throughput, success rates, and business impact
Leverage compelling narratives and visualizations to communicate complex findings to executives
Create transparent reporting on the experimentation pipeline and portfolio performance
Minimum Requirements
Typically requires 13+ years of professional experience and 6+ years of diversified leadership, planning, communication, organization, and people motivation skills (or equivalent experience).
Critical skills
13+ years in leading strategy and delivery of data science and advanced analytics initiatives, with extensive experience in digital transformation initiatives.
Proven expertise in building and leading high-performance teams, fostering a culture of agility and innovation. Ability to ensure team alignment and delivery on strategic AI initiatives across diverse business challenges.
Demonstrated ability to engage and influence cross-functional stakeholders, ensuring strategic alignment of AI initiatives with enterprise goals. Proficient in translating complex technical concepts into actionable insights for business leaders.
Extensive experience driving enterprise-wide transformation through AI, with a focus on modernizing operations and enhancing operational efficiencies.
Strong technical foundation in AI/ML with the ability to evaluate feasibility and impact of AI solutions. Experience in designing experimentation frameworks that balance speed, quality, and compliance.
Skilled at identifying high-value AI/ML opportunities and translating them into measurable business outcomes. Experience in end-to-end management of AI initiatives from ideation to implementation and value realization.
Excellent communication skills to articulate complex findings and foster buy-in from executives. Ability to create compelling narratives and visualizations to communicate AI impacts.
Proven track record of transitioning successful AI experiments into production, establishing knowledge repositories, and fostering communities of practice to drive continuous learning.
Working Conditions:
Environment (Office, warehouse, etc.) –
Traditional office environment.
Large percent of time performing computer based work is required
Education
Bachelor’s degree required in a quantitative field such as Statistics, Computer Science, Economics, Operations Research, Engineering, Applied Mathematics or related field. MBA or Master’s degree in a quantitative field preferred OR equivalent experience.
We are proud to offer a competitive compensation package at McKesson as part of our Total Rewards. This is determined by several factors, including performance, experience and skills, equity, regular job market evaluations, and geographical markets. The pay range shown below is aligned with McKesson's pay philosophy, and pay will always be compliant with any applicable regulations. In addition to base pay, other compensation, such as an annual bonus or long-term incentive opportunities may be offered. For more information regarding benefits at McKesson, please click here.
Our Base Pay Range for this position
$202,900 - $338,100McKesson is an Equal Opportunity Employer
McKesson provides equal employment opportunities to applicants and employees and is committed to a diverse and inclusive environment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, protected veteran status, disability, age or genetic information. For additional information on McKesson’s full Equal Employment Opportunity policies, visit our Equal Employment Opportunity page.
Join us at McKesson!