Financial Transformation Director

Oscar Health•New York, NY

3d•Hybrid

About The Position

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. The Director, Finance Transformation is a senior leadership role responsible for defining and spearheading the long-term strategic roadmap for finance processes, systems, and performance across the organization. This role will be accountable for the overall vision, governance, and successful integration of transformation efforts into the company's broader financial health. This role involves high-level strategic planning, senior stakeholder influence, and building a high-performing team to deliver scalable financial infrastructure.

Requirements

10+ years of professional experience in finance, accounting, or business strategy
Bachelor's degree in finance, accounting, or business administration
8+ years of experience in project and portfolio management, specifically leading large-scale finance transformation programs.
5+ years of experience leading complex financial systems implementations (e.g., Workday Financials) and applying advanced change management principles.

Nice To Haves

Master's degree in finance, accounting or business strategy; or MBA strongly preferred
Extensive experience leading and developing high-performing teams and working collaboratively across an executive suite.
Proven track record in a senior position within a health insurance or highly regulated environment.
Workday Financial training certifications and experience with global, multi-entity implementations

Responsibilities

Define and own the multi-year Finance Transformation roadmap, ensuring it scales with organizational growth and aligns with enterprise-level financial objectives.
Act as a key advisor to the CFO and senior leadership, driving alignment across IT, Operations, and Business Units to ensure transformation efforts support overall company strategy.
Lead the design and implementation of global Target Operating Models (TOM) to optimize large-scale operations and drive long-term performance improvements.
Oversee comprehensive, organization-wide change management strategies, ensuring the Finance function and broader business units adapt successfully to new systems and processes.
Accountable for the successful delivery of a portfolio of transformation projects, including budget approval, resource allocation, and ROI tracking.
Establish and enforce standards for financial process optimization and efficiency, ensuring all improvements meet regulatory and internal policy requirements.
Maintain ultimate accountability for compliance with all applicable laws, regulations, and internal audit requirements within the transformation scope.
Compliance with all applicable laws and regulations
Other duties as assigned