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Staff Product Manager, AI Platform

AI / ML Engineer • Remote • Full-time • 📍 Remote

As Headway's first dedicated AI Platform product manager, you will build the internal AI platform that makes every Headwegian AI-native, growing Eddy — Headway's in-house AI assistant — into a full ecosystem of agents, skills, evals and data integrations.

Responsibilities

  • Set and build the AI platform vision, from platform and data architecture to the connected ecosystem of agents, skills, and integrations
  • Own Eddy's roadmap, replacing real-time feature triage with a first-principles product strategy
  • Build the user research pipeline, eval infrastructure, and prioritization framework
  • Enable adoption across functions by partnering with CX, Ops, Sales, Finance, and Clinical to identify and ship high-value AI workflows

Requirements

  • 8+ years of product experience, with at least 2 years shipping AI or AI-adjacent products
  • Personally built or configured AI agents, skills, or workflows — not just managed the engineers who did
  • Strong AI fluency: prompt engineering, context management, RAG, tool use, evals
  • A platform thinker who can build for other builders, not only end users
  • A cross-functional operator who translates AI capabilities into business value for non-technical stakeholders
  • Ruthlessly prioritized, able to hold a product, platform, and adoption strategy at once

Soft skills

cross-functional collaborationstakeholder communicationability to say no without losing the relationshipprioritization under ambiguity

About the company

Headway is building a new mental healthcare system that everyone in the US can access. The company started by automating the biggest barrier to care — insurance admin work such as credentialing, claims, and payment reconciliation — and is now building the full platform on which more than 75,000 therapists run their practice, serving over 1 million patients nationwide. Headway is a Series D company that has raised $325M+ in funding, backed by investors including a16z, Accel, and Spark Capital. In Q1 2026, Headway launched Eddy, an internal AI assistant with direct access to Snowflake, Jira, Slack, GitHub, and Google Workspace.

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