Engineering Leader

name; New York (NY); Hybrid; USD 163,944 - 215,176; Full time

Benefits offered by this job

Employee benefits

Unlimited vacation program

Company equity grants

Annual performance bonuses

Job summary

Oscar is looking for an Engineering Manager in New York to lead their engineering team. In this role, you will manage engineers, oversee complex technical projects, and act as a strategic partner with product and design teams. This is a blended work culture aiming to ensure connection regardless of location, requiring office presence in New York at least three days a week.

The ideal candidate has over 6 years of software engineering experience and a proven track record in engineering management.

Competitive salary range is between $163,944 and $215,176 per year, along with benefits and performance bonuses.

Qualifications

• 6+ years of professional software engineering experience.
• 2+ years of experience in engineering management or technical lead role.
• Experience with scalable software systems.

Responsibilities

• Manage a team of engineers focusing on professional development.
• Oversee planning, execution, and delivery of technical projects.
• Lead architectural decisions for full-stack applications.

Skills

Software engineering experience

Engineering management experience

Technical mentorship

Frontend architecture

Job description

Hi, we're Oscar. We're hiring an Engineering Manager to join our Engineering team.

Oscar is the first health insurance company built around a full stack technology platform and a 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

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 where everyone, regardless of work type or location, feels connected to their teammates, our culture and our mission.

If you live within commutable distance to our New York City office (in Hudson Square), our Tempe office (off the 101 at University Dr), or our Los Angeles office (in Marina Del Rey), you will be expected to come into the office at least three days each week.

Pay Transparency:

The base pay for this role is $163,944 - $215,176 per year. You are also eligible for employee benefits, participation in Oscar’s unlimited vacation program, company equity grants, and annual performance bonuses.

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, and have increasingly impactful accomplishments.
• 2+ years of experience in engineering management or a technical lead role.
• Experience proposing, experimenting, and iterating, whether it be a new shiny technology or an arcane, ill-conceived data structure.
• Experience with technical contributions, improving the quality of what you create, and are excited to build fault‑tolerant, and scalable software systems.
• Demonstrates solid understanding of the practical application of CS concepts within their team.
• Consistently writes stable, correct, and maintainable code with little oversight; writes modular, adaptable code with guidance.

Bonus Points

• Advanced experience with frontend architecture and building end-to-end web applications.
• Proficiency in designing micro services, 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.

Equal Opportunity Employer

At Oscar, being an Equal Opportunity Employer means more than upholding discrimination-free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support. We're on a mission to change health care — an experience made whole by our unique backgrounds and perspectives.