Senior Director, Strategic Finance & Enterprise Planning

Oscar Health•New York, NY

6d•$218,592 - $286,902•Hybrid

About The Position

The Senior Director of Strategic Finance & Enterprise role will help lead the annual operating plan cycle, partnering with Finance, Strategy, and business leaders to translate company priorities into financial plans, targets, and executive-ready materials. You will also drive the strategic investment process by building business cases, evaluating trade-offs, and supporting resource allocation toward the company's highest-priority initiatives. You bring FP&A or strategic finance experience, excellent financial modeling and the judgment to influence senior stakeholders.

Requirements

12+ years of experience in finance, FP&A, corporate strategy, investment banking, consulting, or a related strategic finance role.
Experience leading or supporting annual planning, budgeting, forecasting, long-range planning, or capital allocation processes.
Strong financial modeling, analytical, and business case development skills.
Influence senior stakeholders and drive alignment across cross-functional teams.
Excellent communication skills, with the ability to turn analysis into clear executive-level recommendations.
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.

Nice To Haves

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.

Responsibilities

Lead key components of the annual operating plan cycle, partnering with Finance, Strategy, and business leaders to translate company priorities into financial plans, targets, and investment decisions.
Partner with business leaders to evaluate strategic investment opportunities, assess trade-offs, and ensure capital and operating resources are allocated against the company's highest-priority initiatives.
Build financial models, business cases, and decision frameworks to support investment prioritization, ROI assessment, and long-range value creation.
Develop clear reporting and insights on plan performance, investment progress, risks, and opportunities for senior leadership.
Support executive discussions by synthesizing complex financial and operational inputs into concise recommendations.
Identify opportunities to improve planning accuracy, resource allocation, and investment discipline across the organization.
Compliance with all applicable laws and regulations
Other duties as assigned