Director of Tech Strategy & Operations, Oscar Health

• Bachelor’s degree in a STEM field or 4+ years of commensurate work experience
• 10+ years of professional experience in technology strategy, operations, or a related leadership role
• 7+ years of experience building, coaching, and developing high-performing technical or operational teams
• Demonstrated expertise in using data (e.g., Excel, SQL) to influence complex organizational decisions and drive investments

Desirable

• We're hiring a Director, Tech Strategy & Operations to join our Technology team
• As a Director, Technology Strategy & Operations, you will be responsible for driving the overarching strategic direction and operational excellence for Oscar’s technology organization
• This role serves as a primary advisor to technology leadership, influencing high-stakes decision-making and driving innovation through large-scale process improvements and strategic initiatives
• The role works independently to oversee multi-year roadmaps and ensures alignment with enterprise-level goals
• You will report into the Chief of Staff, Technology
• Strategic Leadership: You'll orchestrate cross-functional collaboration at the executive level across Technology, Finance, and Product to architect and implement global technology strategies
• Operational Excellence: Establish and report on high-level Technology Operations KPIs and business-aligned metrics to executive leadership and the Board
• Roadmap & Governance: Direct the long-term evolution of technology architecture, overseeing multi-year roadmaps for tool evaluation, selection, and implementation
• Leadership Development: Lead and scale a high-performing organization of managers and individual contributors, focusing on mentorship and professional growth
• Crisis & Risk Management: Serve as a point of escalation for complex technical issues and proactively identify and mitigate organizational risks
• Compliance with all applicable laws and regulations
• Other duties as assigned