About the role: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.
You will report into the VP, FP&A.
Work Location: This position is based in our New York City office, requiring a hybrid work schedule with 3 days of in-office work per week. Thursdays are a required in-office day for team meetings and events, while your other two office days are flexible to suit your schedule. #LI-Hybrid
Pay Transparency: The base pay for this role is: $218,592 - $286,902 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants and annual performance bonuses.
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
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.
Bonus points:- 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.
Pay Transparency: Final offer amounts, within the base pay set forth above, are determined by factors including your relevant skills, education, and experience. Full-time employees are eligible for benefits including: medical, dental, and vision benefits, 11 paid holidays, paid sick time, paid parental leave, 401(k) plan participation, life and disability insurance, and paid wellness time and reimbursements.
Artificial Intelligence (AI): Our AI Guidelines outline the acceptable use of artificial intelligence for candidates and detail how we use AI to support our recruiting efforts.
