Vice President, Corporate Development & Strategic Finance

Summary

Join Oscar as the Vice President, Corporate Development & Strategic Finance and lead the financial strategy for the company's inorganic growth. This pivotal leadership role involves in-depth analysis of potential acquisitions, strategic insights, and sophisticated financial modeling. You will directly assist in acquisition negotiations, manage relationships with external parties, and develop the multi-year enterprise-wide Operating Plan. The VP will also lead a high-performing team, collaborate with executive stakeholders, and ensure compliance with all applicable laws and regulations. This role requires significant experience in financial analysis, corporate development, and executive-level communication. The position offers a competitive salary, benefits, and the opportunity to contribute to Oscar's continued success.

Requirements

• 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

Responsibilities

• Provide Finance oversight for all end-to-end deal execution (mergers & acquisitions, strategic partnerships, etc.) steps including financial modeling, valuation, and analytical due diligence for potential mergers, acquisitions, and strategic partnerships
• Directly assist in the negotiation of acquisition terms, leveraging deep financial insights and strategic understanding
• Drive the corporate development pipeline, from initial target identification and evaluation to integration planning
• Manage relationships with all external parties including consultants, investment banks, and financial advisors
• Lead the development and ongoing management of the multi-year enterprise-wide Operating Plan, ensuring alignment with the overarching enterprise Strategic Plan
• Monitor and report on progress against key Operating Plan metrics, owning the Operating Committee agendas and driving critical follow-ups to completion with executive stakeholders
• Lead sophisticated, long-term, enterprise-wide financial and capital modeling efforts to inform and influence strategic decisions related to future growth initiatives, capital allocation, and inorganic opportunities
• Provide comprehensive quantitative and qualitative evaluations of strategic growth initiatives, including new market entries and business lines, in close partnership with the Corporate Strategy team
• Conduct deep dives and scenario analyses to support strategic decision-making and validate potential inorganic opportunities
• Develop, mentor, and lead a high-performing Strategic Finance & Corporate Development team, fostering a culture of analytical rigor and strategic thinking
• Collaborate and influence effectively with executive business line owners, members of the Management Committee and Operating Committee, Board of Directors, and Finance Leadership to drive strategic outcomes
• Compliance with all applicable laws and regulations
• Other duties as assigned

Preferred Qualifications

• 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

Benefits

• Medical, dental, and vision benefits
• 11 paid holidays
• Paid sick time
• Paid parental leave
• 401(k) plan participation
• Life and disability insurance
• Paid wellness time and reimbursements