Senior Engineering Manager – Infrastructure
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Job Description
Senior Engineering Manager leading Headway’s infrastructure platform for accessible mental healthcare. Owning AWS, AI infrastructure, reliability, and engineering team growth.
Responsibilities:
- Lead the Infrastructure team within Engineering Foundations
- Own cloud infrastructure, deployment pipelines, LLM infrastructure, database platform, observability, and incident response
- Hire and develop engineers through senior and staff levels
- Run an effective on-call rotation
- Set team strategy and vision
- Own the reliability, performance, and scalability of Mamba, Headway’s FastAPI/Python monolith, and its AWS infrastructure
- Drive the transition toward self-serve infrastructure and strategic platform work
- Lead architectural and deployment validation to reduce incident blast radius
- Define production-readiness expectations for AI workloads
- Co-own container security and secrets management with the Security team
- Make the platform accessible and understandable to product engineering teams
- Report to the Head of Engineering Foundations
- Collaborate with Engineering Leadership, Security, and product engineering teams
Requirements:
- 5–7+ years of engineering leadership experience, including experience leading infrastructure or platform teams
- 5+ years of experience as a Software or Infrastructure Engineer
- Experience leading the shift from an infrastructure-owned-everything model to a self-serve platform
- Experience managing the interface between platform and product engineering teams, including ownership boundaries and self-serve tooling
- Ability to manage support queues, strategic roadmaps, on-call rotations, and external dependencies
- Familiarity with AWS infrastructure at scale
- Familiarity with Datadog or similar observability tooling
- Familiarity with deployment pipelines at companies where reliability is a product requirement
- Hands-on daily experience with AI coding tools
- Successful completion of a hands-on AI coding interview
- Experience owning platform strategy and presenting it to senior leadership
- Experience leading significant architectural transitions
- Experience building or governing LLM infrastructure and AI platform primitives
- Experience in healthcare or another regulated environment is helpful
Benefits:
- Robust health and wellness benefits
- Retirement savings
- Meaningful ownership opportunities through equity
- Reasonable accommodations for persons with disabilities
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