About The Position

The Senior Manager, Strategy and Operations, is a key member of the Health100 and Pharmacy & Consumer Wellness (PCW) Digital & Technology team. Through integrated planning, internal communications, and performance reporting, this role keeps strategic initiatives on track, priorities moving, and progress visible to leaders. The position requires strong technical and business acumen, relationship-building and organizational skills, and the ability to translate complex technical information into clear, actionable insights for leadership. The role leads strategic initiatives and projects, supports cross-functional collaboration and operational excellence, and conducts market, competitive, and financial analysis to inform strategic decisions. It also contributes to integrated planning, communications, and performance reporting across PCW Digital & Technology, and supports special projects as assigned.

Requirements

  • 8 or more years of experience in strategic planning, operational leadership, and program execution within a technology organization.
  • 5 or more years of project management experience.
  • 5 or more years of experience in executive communications strategy within technology, health insurance, or related industries.
  • Strong understanding of technology and operations, with the ability to solve complex problems and drive cross-functional change.
  • Bachelor’s degree, or equivalent experience (high school diploma plus 4 years of relevant experience).

Nice To Haves

  • Experience in a Chief of Staff, strategy and operations, or business operations capacity supporting senior leadership.
  • Experience establishing new processes and operating rhythms within a fast-moving or evolving organization.

Responsibilities

  • Monitor and report on strategic initiative progress, gathering insights and providing leaders with updates on milestones and metrics.
  • Create communications and presentations for senior executives and stakeholders, translating complex technical information from engineering and product teams into clear, actionable insights.
  • Contribute to integrated planning, internal communications, and performance reporting across PCW Digital & Technology.
  • Lead strategic initiatives and projects by defining scope, developing implementation plans, and monitoring progress to support timely execution.
  • Serve as a liaison for cross-functional teams, strengthen collaboration and operational excellence, and identify process improvement opportunities.
  • Conduct market, competitive, and financial analysis, including benchmarking, forecasting, and investment evaluation, to inform strategic decisions and identify growth and improvement opportunities.
  • Support special projects as assigned.

Benefits

  • Medical coverage
  • Dental coverage
  • Vision coverage
  • Paid time off
  • Retirement savings options
  • Wellness programs
  • Other resources, based on eligibility
  • Eligible for a CVS Health bonus, commission, or short-term incentive program
  • Equity award program
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