Oscar Health Insurance Co

Senior Director, Strategic Finance & Enterprise Planning

Oscar Health Insurance Co • $196K — $258K *
Tempe, AZ 85281In-Person
Healthcare
11 - 15 years of experience
Job Overview by Ladders

Qualifications

  • 12+ years in finance or related strategic finance role.
  • Experience in annual planning, budgeting, and capital allocation.
  • Proven skill in financial modeling and business case development.
  • Ability to influence senior stakeholders and align cross-functional teams.
  • Excellent communication and analysis skills for executive recommendations.
  • Strong project management capabilities in complex environments.
  • Demonstrated ownership with strategic and operational balance.

Responsibilities

  • Lead annual operating plan cycle with key partners in Finance and business.
  • Evaluate and prioritize strategic investment opportunities with business leaders.
  • Develop financial models to assess ROI and support investment decisions.
  • Create concise reporting on plan performance and investment metrics.
  • Prepare insights for executive discussions based on financial analysis.
  • Identify opportunities to enhance planning accuracy and investment strategy.
  • Ensure compliance with legal and regulatory standards.

Benefits

  • Access to medical, dental, and vision coverage.
  • 11 paid holidays and paid sick time.
  • Paid parental leave for new parents.
  • 401(k) plan with company participation.
  • Life and disability insurance offerings.
  • Participation in paid wellness programs and reimbursements.
  • Unlimited vacation program for work-life balance.
Full Job Description
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 Tempe, AZ, 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: 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.

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.

About Oscar Health Insurance Co

Oscar Health Insurance Co. is a technology-driven health insurance company founded in 2012 and headquartered in New York City. The company offers individual and family health insurance plans, as well as Medicare Advantage plans. Oscar Health Insurance Co. uses technology to simplify the health insurance experience for its customers, including a mobile app that allows customers to manage their health insurance policies and access telemedicine services. The company has raised over $1 billion in funding and is valued at over $5 billion.
Learn more about Oscar Health Insurance Co
Size
4,000 employees
Market Cap
$466 million
Industry
Founded
2012
NASDAQ

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