Lead Director, Enterprise Strategy (digital product)

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.

CVS Health is seeking a Lead Director (LD), Enterprise Strategy, supporting our Central Enterprise Strategy team. The Lead Director will play a pivotal role in supporting new growth initiatives and enabling execution of key strategic priorities. You will be a close partner with business stakeholders across the CVS Health enterprise. This role will report to the Executive Director of Central Enterprise Strategy, and partner frequently with business leaders at EVP and SVP level.

This role requires comfort with ambiguity and the ability to bring clarity to complex, cross-functional strategic challenges. You will lead high-impact strategic and operational initiatives in a fast-paced, evolving environment, managing project-based contributors with a path to formal people management. Ideal candidates are dynamic, creative, and entrepreneurial thinkers who are intellectually curious, adaptable, and passionate about transforming healthcare and improving outcomes. You will have experience building cases, high level presentations, and identifying growth opportunities.

Key Responsibilities

As a Lead Director in Enterprise Strategy, you'll lead complex, high-priority engagements — either as an individual expert or by leading a project team — structuring the work end to end and developing Managers and Sr. Managers into future strategy leaders.

Lead complex, high-priority Enterprise Strategy engagements — as an individual leader or by leading a project team — that shape direction for the enterprise

Drive execution and delivery of executive-level outputs – Structure engagements end-to-end: set roles, decision points, and analytical priorities, and identify knowledge gaps early

Evaluate market dynamics, competitive developments, and strategic opportunities through rigorous analysis, and develop actionable, stakeholder-sensitive recommendations.

Build and lead relationships with business partners and executive sponsors, navigating organizational roadblocks. Collaborate with executive leadership to manage strategic portfolios and craft impactful communications for senior leaders.

Steer highly effective executive meetings, adapting in real time to drive decisions and positioning oneself as a trusted advisor to key stakeholders.

Support building and leading a high-performing strategy team and foster a culture of strategic thinking, data-driven decision-making, and innovation. Develop Managers and Senior Managers as future project leaders through direct oversight or other feedback-oriented engagements

Qualifications

Requires significant subject matter expertise in healthcare and strategy; strong technology background preferred

10 years of related experience at a top management consulting firm, in-house strategy team at a large health care company, or a related growth / strategy focus in a health care setting.

Proven track record of managing strategy-related projects and leading cross-functional teams, including external advisors, on strategy deep dive projects.

Strong written and oral communication skills including delivering structured presentations, and crafting PowerPoint and Excel analysis.