Vice President of Corporate Development & Strategic Finance, Oscar Health

• Bachelor's degree in Finance, Economics, Business Administration, or a related field
• 15+ years of progressive experience in analytical financial roles, with significant leadership responsibilities
• 12+ years of demonstrated ability using expert financial modeling skills to effectively translate complex data into actionable insights, robust strategies, and comprehensive financial plans, particularly in a corporate development context
• 8+ years of significant corporate development experience, including direct involvement in M&A financial modeling, valuation, and negotiation
• 7+ years of experience collaborating, influencing, and presenting at the executive level, including direct interaction with C-suite and Board members

Desirable

• We're hiring a Vice President, Corporate Development & Strategic Finance to join our FP&A team
• As a senior leader within the Oscar FP&A organization, this role will be the dedicated Strategic Finance Partner to the startup leadership teams and lead Corporate Development activities
• Additionally, the VP, Corporate Development & Strategic Finance will serve as the primary FP&A Partner for the Technology organization, ensuring that our technical roadmap, engineering resources, and infrastructure investments are financially optimized and aligned with long-term business goals
• You will report into the SVP, Deputy CFO
• Serve as the lead finance partner to the CTO and Technology leadership, providing strategic oversight for the tech organization's budget and long-term financial health
• Manage the financial complexities of a high-growth tech business, including cloud infrastructure optimization (e.g., AWS/GCP spend), R&D capitalization, and engineering headcount planning
• Align technical roadmaps with financial targets, ensuring that engineering velocity is matched with disciplined capital allocation and ROI tracking
• Act as the strategic co-pilot to Oscar's business development ventures, navigating the transition from initial concept to a scalable, margin-positive business model
• Build the financial DNA, pro forma foundations, and "0 to 1" business cases from a blank canvas
• Analyze cost structures and revenue quality early in the lifecycle to identify margin levers
• Ensure ventures build a sustainable path to profitability through rigorous financial management
• Provide Finance oversight for end-to-end deal execution (M&A, strategic partnerships)
• Identify disruptive HealthTech assets, build investment cases, and own the pro forma modeling, diligence, and integration handoff
• Lead sophisticated, enterprise-wide financial and capital modeling to inform strategic decisions on growth initiatives and capital allocation
• Conduct deep-dive ROI analyses to pressure-test assumptions on where to spend and expected returns
• Lead the development of the multi-year enterprise Operating Plan, ensuring alignment with the overarching strategic plan
• Serve as the primary bridge between venture leadership and the broader FP&A team for reporting, budgeting, and long-range planning
• Translate "startup metrics" and complex financial data into a clear story for the Board, Management Committee, and Operating Committee
• Collaborate with executive stakeholders to drive strategic outcomes and corporate alignment
• Compliance & Other Duties
• Compliance with all applicable laws and regulations
• Other duties as assigned