Director, Strategic Initiatives - Enterprise Finance

We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time.

Position Summary

The Director, Strategic Initiatives is a critical enterprise leader within Enterprise Finance, responsible for shaping and executing high-impact, cross-functional programs that advance CVS Health’s strategic priorities. This role operates as an internal consulting leader and trusted advisor, driving finance transformation, operational excellence, and innovation across the Enterprise Finance organization.

You will define the vision and roadmap for strategic initiatives, lead governance and execution, and develop internal talent in advisory best practices—building a culture of strategic thinking and consulting excellence. This position offers executive-level visibility and requires strong influence skills to align senior stakeholders across Finance, HR, Operations, Technology, and business units.

Roles & Responsibilities

Strategic Leadership & Governance

• Define and execute the long-term roadmap for enterprise finance initiatives, ensuring alignment with corporate strategy and financial objectives.
• Establish governance frameworks, operating cadences, and success metrics for all strategic programs.
• Serve as a strategic advisor to senior leadership, providing insights and recommendations that shape enterprise decisions.
• Design and monitor KPIs to measure progress and success of transformation initiatives.

Enterprise Program Delivery

• Lead complex, cross-functional programs including ERP modernization, process redesign, and finance transformation initiatives.
• Drive accountability for milestones and outcomes across multiple workstreams.
• Oversee risk management, issue resolution, and executive-level reporting.

Change Management & Transformation Strategy

• Administer change management strategies to support successful implementation and adoption of transformation initiatives.
• Advise senior leaders on comprehensive transformation strategies that address critical areas for change.
• Communicate with transformation teams on potential risks, barriers, and challenges that may hinder progress.
• Align transformation processes with the evolving industry landscape for optimal organizational outcomes.
• Promote a transformative culture that encourages experimentation, agility, and a willingness to challenge the status quo.

Stakeholder Engagement & Influence

• Partner with senior leaders across Finance, HR, DDAT (Digital, Data, Analytics, Technology) and other functions to ensure alignment and adoption of strategic initiatives.
• Influence decision-making through compelling business cases, data-driven insights, and executive presentations.
• Build strong relationships across the enterprise to foster collaboration and accelerate change.

Talent Development & Consulting Excellence

• Mentor and develop internal teams in advisory and consulting best practices, including strategic analysis, business case development, and change management.
• Create frameworks, playbooks, and training programs to build internal consulting capability.
• Communicate with top management on change management capabilities and recommend training, resources, and tools to enhance employee skills.
• Champion a culture of continuous learning and professional growth within Enterprise Finance.

Innovation & Continuous Improvement

• Drive adoption of automation, AI, advanced analytics, and digital enablement to enhance financial processes and decision-making.
• Identify emerging trends and translate them into actionable strategies for CVS Health.

Required Qualifications

• 10+ years of experience in strategic initiatives, finance transformation, or internal consulting within large, matrixed organizations.
• Proven ability to lead enterprise-level programs and influence senior executives.
• Proven skills in execution and delivery, business intelligence, collaboration, and teamwork.
• Proven mastery of problem-solving, decision-making, and growth mindset skills.

Preferred Qualifications

• Deep finance acumen with ability to connect insights to enterprise strategy.
• Expertise in program management methodologies and tools (Agile, Waterfall, Smartsheet, MS Project).

Education

• Bachelor’s degree in Finance, Business Administration, or related field; MBA or advanced degree preferred.

Pay Range

The typical pay range for this role is:

This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls.  The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors.  This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above.  This position also includes an award target in the company’s equity award program. 
 

Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.

Great benefits for great people

We take pride in our comprehensive and competitive mix of pay and benefits – investing in the physical, emotional and financial wellness of our colleagues and their families to help them be the healthiest they can be. In addition to our competitive wages, our great benefits include:

• Affordable medical plan options, a 401(k) plan (including matching company contributions), and an employee stock purchase plan.

• No-cost programs for all colleagues including wellness screenings, tobacco cessation and weight management programs, confidential counseling and financial coaching.

• Benefit solutions that address the different needs and preferences of our colleagues including paid time off, flexible work schedules, family leave, dependent care resources, colleague assistance programs, tuition assistance, retiree medical access and many other benefits depending on eligibility.

For more information, visit https://jobs.cvshealth.com/us/en/benefits

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.