Engineering Leader

About the Role

As an Engineering Manager, you will oversee every stage of engineering development, from conceptualization and design to rigorous testing and successful deployment, ensuring our engineering projects drive innovation and provide value. You'll lead engineers to help them design for stability, performance, and scalability across services or clients.

In this role, you will identify and solve the most valuable business problems by blending deep user empathy and sharp product intuition with a thorough understanding of Oscar’s operating model and business levers. You will serve as a strategic partner to engineering, data, and design to lead complex, cross-domain initiatives, ensuring direct alignment with senior leadership on priorities and outcomes. You will act as force multiplier—mentoring engineers, influencing product practices, and consistently raising the bar on technical quality, organizational clarity, and business impact.

Work Location

Oscar is a blended work culture. If you live within commutable distance to our New York City office (Hudson Square), Tempe office, or Los Angeles office, you will be expected to come into the office at least three days each week.

Responsibilities

• Manage a team of engineers, focusing on professional development, performance management, and technical mentorship.
• Oversee the planning, execution, and delivery of complex technical projects, ensuring they meet deadlines and quality standards.
• Lead architectural decisions and technical design for full-stack applications.
• Partner with Product, Design, and other engineering leads to define roadmaps and solve business challenges.
• Promote best practices in software development, including code reviews, testing, and documentation.
• Identify and resolve bottlenecks in the development process to improve team velocity and system reliability.

Qualifications

• 6+ years of professional software engineering experience, working with a variety of technologies, with increasingly impactful accomplishments.
• 2+ years of experience in engineering management or a technical lead role.
• Experience proposing, experimenting, and iterating on technologies and data structures.
• Experience with technical contributions, building fault-tolerant and scalable software systems.
• Demonstrates solid understanding of the practical application of CS concepts.
• Consistently writes stable, correct, maintainable, modular, and adaptable code.

Bonus Points

• Advanced experience with frontend architecture and building end-to-end web applications.
• Proficiency in designing microservices, optimizing database performance, or working with distributed systems.
• Familiarity with integrating Machine Learning models, working with Large Language Models (LLMs), or building data-driven features.
• Background in healthcare or other highly regulated industries.