Executive Director, Real Estate Technology & Reporting

Overview

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.

The Executive Director, Real Estate Technology & Reporting serves as a strategic leader responsible for advancing the department’s technology platforms, reporting capabilities, and integrated data environment. Partnering with business leaders, project managers, and compliance stakeholders, this role leads the development and implementation of modern technology solutions, automated reporting tools, and integrated data systems that support Real Estate, Construction and Property Administration operations.

By centralizing data and streamlining reporting processes, the Executive Director enhances transparency, strengthens portfolio oversight and performance monitoring, and enables more informed, data-driven decision-making across projects and the broader portfolio.

This leader drives innovation by advancing automation, dashboards, cloud-based solutions, and emerging technologies such as artificial intelligence and machine learning that enable real-time insights, predictive analytics, and streamlined workflows. Through data-driven analysis and operational reporting, the Executive Director helps identify trends, risks, and opportunities while ensuring reporting accuracy and alignment with enterprise initiatives.

The Executive Director also leads cross-functional teams responsible for technology, reporting, and analytics capabilities. By fostering collaboration, mentoring team members, and promoting a culture of innovation and accountability, this leader ensures that the department continuously evolves its technology and reporting infrastructure to support enterprise priorities and regulatory requirements.

• Provide strategic leadership for the technology ecosystem supporting Real Estate, Construction, and Property Administration, driving modernization, integration, and long-term platform strategy.
• Lead the enterprise integration of data, reporting, and technology systems across the Real Estate, Construction & Property Administration portfolio to create a unified and scalable data environment.
• Direct the design and implementation of automated reporting solutions, dashboards, and enterprise platforms (e.g., Smartsheet, TRIRIGA, and cloud-based systems) to improve operational efficiency and transparency.
• Advance the use of Artificial Intelligence (AI), Machine Learning (ML), and advanced analytics to automate workflows, enhance reporting capabilities, and generate actionable portfolio insights.
• Establish and oversee enterprise reporting frameworks and KPI dashboards that provide executive leadership with clear visibility into project performance, portfolio health, and strategic initiatives.
• Translate complex operational data into strategic insights, identifying trends, risks, and opportunities that support proactive decision-making and continuous improvement.
• Partner with senior leadership, finance, project management, IT, procurement, and external vendors to align technology strategy, vendor solutions, and reporting capabilities with organizational priorities.
• Build, lead, and develop high-performing teams while fostering a culture of innovation, collaboration, governance, and continuous learning.

• 15+ years required experience in Product Management, Business Analysis, Project Management, Consulting, IT, or related field. Previous experience in agile product development helpful
• 8+ years of people management experience with a proven track record of leading highly effective and engaged teams.
• Excellent written and verbal communication skills, including the ability to create presentations that present complex ideas in a simplified format to various audiences.
• Strong analytical and problem-solving skills with the…