Senior Engineering Manager (Infrastructure)

The role

You will lead the Infrastructure team within Engineering Foundations. You will own cloud infrastructure, deployment pipelines, LLM infrastructure, the database platform, observability, and incident response.

What you will do

• Hire and grow a high-performance engineering team
• Develop engineers through senior and staff levels
• Run an effective on-call rotation
• Own the infrastructure platform roadmap
• Drive the team toward a self-serve infrastructure operating model
• Lead architectural and deployment validation to reduce blast radius
• Define production readiness expectations for AI workloads
• Co-own container security and secrets management with the Security team
• Set strategy and vision for the team
• Lead design reviews and incident response

Required qualifications

• 5-7+ years of engineering leadership experience
• Experience leading infrastructure or platform teams
• 5+ years of experience as a Software or Infrastructure Engineer
• Experience leading the shift from an infra team that owns everything to a self-serve platform
• Experience managing the interface between a platform team and product engineering teams
• Familiarity with cloud infrastructure at scale (AWS)
• Familiarity with observability tooling (Datadog or similar)
• Familiarity with deployment pipelines
• Hands-on with AI coding tools day to day

Nice to have

• Led a team through a significant architectural transition
• Experience building or governing LLM infrastructure and AI platform primitives
• Experience in healthcare or another regulated environment

Benefits

• Medical
• Dental
• Vision
• HSA/FSA
• 401(k) including match for 2027!
• Carrot Fertility reimbursement
• Paid parental leave
• Paid medical leave
• Paid caregiver leave

Before you apply

• Every candidate goes through a hands-on AI coding interview

About the company

Headway is a Series D company building a new mental healthcare system by automating insurance and administrative work. They provide software for over 90,000 providers to serve over 2.6 million patients.