Senior Director, Corporate Development

Hi, we’re Oscar. We’re hiring a Senior Director of Corporate Development to join our Finance team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

The Senior Director of Corporate Development is a senior finance and strategy leader responsible for advancing Oscar’s inorganic growth agenda.

You will report into the SVP, Deputy CFO.

Work Location: This is a remote position, open to candidates who reside in:
Dallas, TX. You will be fully remote; however, our approach to work may adapt over time. Future models could potentially involve a hybrid presence at the hub office associated with your metro area. #LI-Remote

Pay Transparency: The base pay for this role is: $196,733 - $258,212 per year. You are also eligible for employee benefits, participation in Oscar’s unlimited vacation program, company equity grants and annual performance bonuses.

• Deal Execution:
  Lead end-to-end corporate development execution across M&A, investments, divestitures, and strategic partnerships, including target sourcing, market mapping, valuation, financial modeling, diligence, negotiation, approval materials, closing, and integration planning.
• Integration:
  Partner with operators to define integration plans, synergy/value-capture targets, post-close KPIs, and governance to ensure transactions deliver against strategic and financial objectives.
• Market mapping:
  Develop and manage a thesis-driven sourcing strategy that translates enterprise priorities into market landscapes, target universes, build/buy/partner recommendations, and a prioritized pipeline of actionable M&A, investment, and strategic partnership opportunities.
• Advanced Financial and Capital Modeling:
  Lead sophisticated, long-term, enterprise-wide financial and capital modeling efforts to inform and influence strategic decisions related to future growth initiatives and capital allocation.
• Strategic Initiative Evaluation & Due Diligence:
  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.
• Compliance with all applicable laws and regulations
• Other duties as assigned

• Bachelor’s degree in Finance, Economics, Business Administration, or a related field.
• 12+ years of progressive experience in analytical financial roles, with significant leadership responsibilities.
• 10+ 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.

• 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.

At Oscar, being an Equal Opportunity Employer means more than upholding discrimination-free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support. We’re on a mission to…