# Senior Engineering Manager (Infrastructure) at Headway

- Company: Headway
- What the company does: Backed by Accel, a16z and GV.
- Company website: https://headway.co/
- Type: Startups
- Level: Senior
- Location: New York City
- Work setup: Remote
- Pay: $265K to $332K base salary per year (USD)
- Posted: 2026-08-13
- Apply by: 2026-10-08
- Apply: https://jobs.ashbyhq.com/headway/82e63da4-9c69-4439-904e-ac069895c7fe
- Page: https://www.1752.vc/careers/jobs/headway-senior-engineering-manager-infrastructure/

## About the role

You'll lead the Infrastructure team — one of three teams in Engineering Foundations, alongside Agentic Engineering and Eddy, Headway's internal AI platform — that every other team at Headway builds on. You'll own cloud infrastructure, deployment pipelines, LLM infrastructure (gateway, multi-provider failover, per-team rate limiting), the database platform, observability, and incident response, while hiring and growing a high-performance team shipping at AI-accelerated velocity.

## What they're looking for

- 5-7+ years of experience as an Engineering Manager, with experience leading infrastructure or platform teams
- 5+ years of experience as a Software or Infrastructure Engineer, with enough depth to lead credibly in design reviews and incident response
- Experience managing the interface between a platform team and the product engineering teams that depend on it, including setting ownership boundaries and building self-serve tooling
- Comfortable managing through competing demands: a support queue, a strategic roadmap, an on-call rotation, and fast-moving external dependencies all at once
- Familiarity with cloud infrastructure at scale (AWS), observability tooling (Datadog or similar), and deployment pipelines at companies where reliability is a product requirement
- Experience owning a platform strategy and representing it to senior leadership: setting measurable goals for infrastructure work, and making the case for foundational investment in terms the business understands

Tags: All Cost Centers