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Principal Product Manager

Headway

full-remoteleadpermanentproduct-management Full remote 34 days ago via WTTJ

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Tags

Product ManagementAI ProductProduct StrategyRoadmapping0→1Build vs BuyStakeholder ManagementExecutive CommunicationMentorshipB2C Healthcare

About the role

Role overview

Join Headway as a Principal Product Manager to lead complex product areas and shape the strategy for a major product domain. You’ll work with high autonomy—defining problems from first principles, setting roadmaps, and shipping meaningful products with measurable results.

Key missions

  • Define product strategy for an important product domain, identifying the highest-leverage bets and aligning stakeholders.
  • Lead product development and launches from planning through execution, ensuring measurable outcomes.
  • Elevate PM craft within the team by setting standards of excellence and mentoring other product managers.

Responsibilities

  • Own large, complex product domains end-to-end.
  • Drive alignment across multiple teams and influence the broader product organization.
  • Present strategy to leadership, field hard questions, and secure buy-in without formal authority.

Requirements

  • 10+ years of product management experience owning large, complex domains end-to-end.
  • Proven ability to influence at the executive level.
  • Deep technical fluency: comfortable having architectural conversations, challenging assumptions, and making informed build-vs-buy decisions.
  • Strong track record of 0→1 building and scaling; also meaningfully improving existing products at scale.
  • Ability to thrive in ambiguity by clearly defining and solving the right problem.

Nice to have / additional signals

  • AI-fluency: experience evaluating and deploying AI-powered features responsibly, with a clear point of view on where AI drives real product leverage.
  • Experience shaping org-level strategy (not only team roadmaps).

Location / work model

  • Full remote

About Headway

Headway is a company on a mission to make mental healthcare accessible and affordable. It builds products in the mental health space, focusing on delivering measurable outcomes and scalable service improvements.

Scraped 6/21/2026