Senior Director of Strategic Finance & Enterprise Planning

Oscar Health

New York, United States Posted October 10, 2026

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Remote Full-time Executive
Salary Range

$218,592 - $286,902

Job Description

Join our Strategic Finance team as a Senior Director of Strategic Finance & Enterprise Planning. In this role, you will lead the annual operating plan cycle, drive the strategic investment process, and support executive discussions. You will need excellent communication skills, strong financial modeling and analytical skills, and experience in finance or corporate strategy.

  • Lead the annual operating plan cycle, partnering with Finance, Strategy, and business leaders to translate company priorities into financial plans.
  • Drive the strategic investment process by building business cases, evaluating trade-offs, and supporting resource allocation toward the company's highest-priority initiatives.
  • Develop clear reporting and insights on plan performance, investment progress, risks, and opportunities for senior leadership.
  • Excellent communication skills, with the ability to turn analysis into clear executive-level recommendations
  • Strong financial modeling, analytical, and business case development skills
  • Experience leading or supporting annual planning, budgeting, forecasting, long-range planning, or capital allocation processes
  • Strong project management skills and comfort operating in complex, fast-paced environments
  • High degree of ownership, and ability to balance strategic thinking with operational execution
  • Influence senior stakeholders and drive alignment across cross-functional teams
  • 12+ years of experience in finance, FP&A, corporate strategy, investment banking, consulting, or a related strategic finance role
  • Experience in similar roles in strategy consulting, financial services, or insurance industries (ex: private equity, venture capital, investment banking)
  • Strong preference for healthcare industry experience and deep market knowledge
  • Advanced degrees or professional designations, such as an MBA or CFA
Required Skills
communication financial modeling analytical skills business strategy leadership budgeting forecasting project management cross-functional collaboration FP&A private equity venture capital
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