Description
We are looking for an Engineering Manager to lead our Developer Tooling team. As a key member of our Engineering Foundations team, you will be responsible for developing and maintaining the core platforms, infrastructure, and AI-driven development systems that enable all engineers to build, test, deploy, and operate software with speed and reliability.
Our Developer Tooling team focuses on the day-to-day developer experience, owning the systems and workflows that directly impact developer velocity, confidence, and code quality. We aim to reduce friction in the development lifecycle so engineers can spend less time dealing with flaky tests, broken environments, and opaque pipelines, and more time shipping high-quality product experiences for patients and providers.
As a people-first engineering leader, you will care deeply about developer experience and be technically credible and comfortable going deep on CI/CD, test systems, and developer tooling. You will also be AI-forward with hands-on experience using modern AI-assisted development tools and a clear communicator who can align stakeholders and advocate effectively for platform investments.
In this role, you will:
- Lead a team responsible for the core developer experience at Headway
- Own strategy and execution for tooling and systems that every engineer relies on to build, test, and ship software
- Advance AI-powered developer productivity and define how AI is used across engineering
- Operate within Engineering Foundations and partner closely with product engineering leaders and other platform teams
- Run tight feedback loops with the engineering organization and translate developer pain into durable improvements
If you want to shape how engineers across the company build software every day, lead the adoption of AI as a first-class part of the development workflow, eliminate flaky tests, unreliable CI, and broken local environments, and build tooling that compounds in value as the organization scales, then this role is for you.
Compensation and Benefits:
The expected base pay range for this position is $198,000-$237,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level. We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity.