Staff Product Manager, AI Platform

Responsibilities

• Set & build the AI platform vision. Define what Headway’s agent harness should look like — from platform & data architecture to the connected ecosystem of agents, skills, and integrations that will sit on top of it.
• Own Eddy's roadmap. Replace real-time feature triage with a first-principles product strategy. Build the user research pipeline, the eval infrastructure, and the prioritization framework that don't exist today.
• Enable adoption across functions. Partner with functional leaders in CX, Ops, Sales, Finance, Clinical, and more to identify high-value AI workflows, build them, and turn non-adopters into power users.

Requirements

• 8+ years of product experience, with at least 2 years shipping AI or AI-adjacent products.
• Have personally built or configured AI agents, skills, or workflows — not just managed the engineers who did. Write prompts, design evals, and know where LLMs break.
• Strong AI fluency: prompt engineering, context management, RAG, tool use, evals. Hold your own with ML engineers and have real opinions on cost/latency/quality tradeoffs.
• 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 — and knows how to say "no" to low-value requests without losing the relationship.
• Ruthlessly prioritized. Hold a product roadmap, a platform roadmap, and an adoption strategy in your head at once and know which to pull on this week.
• Believe AI is going to fundamentally change how knowledge workers operate — and want to prove it at a company where the CEO agrees with you.