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Senior Director, Strategic Finance – Enterprise Planning

🔥 21 hours ago

🇺🇸 United States – Remote

💵 $196.7k - $258.2k / year

⏰ Full Time

🟠 Senior

💸 Financial Planning and Analysis (FP&A)

Where this job comes from

Posted on Oscar Health's careers page, not through a job board

First seen by Remote Rocketship 21 hours ago

Still open on Oscar Health's site. Checked 50 minutes ago.

Logo of Oscar Health

Oscar Health

1001 - 5000 employees

Founded 2012

⚕️ Healthcare Insurance

🏥 Healthcare

💰 $355M Post-IPO Debt - Oscar Health on 2025-09

Healthcare Insurance • Healthcare

Oscar Health is a technology-driven health insurance company that provides individual, family, and small-group health plans in multiple U. S. states. Oscar combines traditional insurance underwriting with digital-first services — a consumer-facing app, 24/7 virtual urgent care, prescription delivery (including $3 meds in many plans), and dedicated Care Teams — and also operates Oscar Primary Care in some markets. The company emphasizes accessible, affordable, high-quality care and uses AI to improve member experience and care delivery. Insurance policies are underwritten by Oscar's state insurance subsidiaries and the company offers both HMO and other plan types across its markets.

📋 Description

• 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 • Comply with all applicable laws and regulations • Perform other duties as assigned • Report to the VP, FP&A

🎯 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 • Ability to 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 • Experience in similar roles in strategy consulting, financial services, or insurance industries • Strong preference for healthcare industry experience and deep market knowledge • Advanced degrees or professional designations such as an MBA or CFA are bonus points

🏖️ Benefits

• Employee benefits • Unlimited vacation program • Company equity grants • Annual performance bonuses • Medical benefits • Dental benefits • Vision benefits • 11 paid holidays • Paid sick time • Paid parental leave • 401(k) plan participation • Life insurance • Disability insurance • Paid wellness time • Wellness reimbursements

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