Senior Director, Strategy & Operations

Castlight Health

Castlight Health

Sales & Business Development, Operations
California, USA
USD 156,400-217k / year
Posted on Oct 23, 2025

Job Description Summary

The Senior Director, Strategy & Operations will be responsible for driving enterprise-wide strategic planning, operational excellence, and critical initiatives for CareMore Health. This leader will play a central role in aligning clinical, administrative, and shared services functions with business objectives, ensuring scalable growth and performance optimization across Medicare and Medicaid populations.

How will you make an impact & Requirements

Enterprise Strategy & Operations

    • Lead the annual and multi-year strategic planning process, aligning with enterprise objectives and investor expectations.

    • Serve as a strategic advisor to the VP, Strategy & Operations and executive leadership, preparing board-level updates and enterprise communication materials.

    • Manage cross-functional strategic initiatives such as new care model design, integration of acquired assets, and technology-enabled transformation.

    • Drive operational excellence by partnering with leaders across Care Management, Utilization Management, Pharmacy, and Provider Networks to improve quality, efficiency, and financial outcomes.

Data Strategy & Analytics Leadership

    • Spearhead enterprise-wide data strategy, ensuring analytics initiatives align with both clinical and administrative business objectives.

    • Design and implement scalable architecture and governance frameworks that improve data quality, accessibility, and standardization across all business units.

    • Partner with executive leadership to define KPIs and decision frameworks, enabling faster, insight-driven strategic planning.

    • Oversee enterprise performance dashboards and metrics to measure progress against strategic and operational priorities.

Cross-Functional Collaboration

    • Drive collaboration between clinical teams, shared services, and administrative functions to align priorities and ensure consistent execution.

    • Foster a culture of accountability, transparency, and data-driven decision-making across the enterprise.

    • Lead and mentor a team of strategy, operations, and analytics professionals.

Regulatory & Compliance Alignment

    • Ensure all activities comply with CMS, NCQA, and other applicable regulatory and accreditation standards.

    • Maintain strong governance practices that balance regulatory requirements with innovation and operational agility.

Qualifications

  • Bachelor’s degree in healthcare administration, business, economics, data science, or related field required; Master’s degree (MBA, MHA, MPH, or MS in Analytics/Health Informatics) strongly preferred.

  • 10+ years of progressively responsible experience in healthcare strategy, operations, or analytics within payer, provider, or value-based care organizations.

  • Proven track record of leading enterprise-level data strategy and governance frameworks in healthcare.

  • Strong knowledge of CMS regulations, Medicare/Medicaid programs, and value-based care models.

  • Exceptional leadership, communication, and executive presence; able to influence board and senior executives.

  • Demonstrated ability to thrive in a private equity-owned or fast-growth healthcare environment.

Compensation: $156,400K - $217,000K & bonus eligible