Director, Tech Program Management

Hi, we're Oscar. We're hiring a Director, Tech Program Management to join our Technology 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.

About the role:

The Director, Technical Program Management role will design, build, and execute upon an operating model that supports Technology teams, such as Product, Engineer, Design, and Data. This role is responsible for the execution of critical business initiatives that span across a complex, matrixed organization measured through outcome achievement. This person is a systems thinker who blends operational excellence with a deep understanding of product development.

You will report into a Sr. Director, Product.

Work Location: This position is based in our New York City office, 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: $192,000 - $252,000 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants and annual performance bonuses.

Responsibilities:

• Design, implement, and continuously refine the product operating model including planning cadences, goal setting, business reviews, stakeholder forums, roadmapping, and release processes.
• Drive adoption of consistent best practices for discovery, business cases, experimentation, and delivery across multiple product teams.
• Partner with internal stakeholders across claims operations, clinical operations, finance, medical economics, member services, and the Oscar executive team to create transparent and effective collaboration around product planning and execution.
• Facilitate portfolio-level prioritization, ensuring company strategy is translated into clear, measurable product objectives.
• Select, implement, and administer the product tech stack such as roadmapping tools to streamline work and maintain a single source of truth.
• Champion a culture of continuous improvement by supporting investments in engagement and change management efforts across the organization
• Coach product managers and stakeholders on processes that drive focus and measurable impact.
• Support departmental budgeting process including support business case justification for major investments.
• Compliance with all applicable laws and regulations 
• Other duties as assigned

Requirements:

• 8+ years of experience in product operations, product management, or program management. 
• 3+ years in a leadership role.
• Proven success designing and scaling product development processes in a technology environment with enterprise clients and/or complex internal stakeholder groups.
• Strong communication skills. Proficient at distilling crisp and clear messages tailored for the audience. 
• Strong operational skills. Proficient and designing right-weight processes for planning, project definition, requirements definition, release planning, and internal enablement, facilitating adoption, and evolving those processes as needs change.
• Able to influence at all levels of the organization.
• Bachelor’s degree or 4 years commensurate experience.

Bonus points:

• Metrics-driven program and project management approach, constantly guiding business partners towards ‘zero defects’.
• Experience managing a technical or system implementation.