Head of AI-Powered Women’s Health Strategy

Sword Health is shifting healthcare from human-first to AI-first through its AI Care platform, making world-class healthcare available anytime, anywhere, while significantly reducing costs for payers, self-insured employers, national health systems, and other healthcare organizations. Sword began by reinventing pain care with AI at its core, and has since expanded into women’s health, movement health, and more recently mental health. Since 2020, more than 700,000 members across three continents have completed 10 million AI sessions, helping Sword's 1,000+ enterprise clients avoid over $1 billion in unnecessary healthcare costs.

Backed by 42 clinical studies and over 44 patents, Sword Health has raised more than $500 million from leading investors, including Khosla Ventures, General Catalyst, Transformation Capital, and Founders Fund. Learn more at

We are seeking a Head of Commercial Strategy to work with the General Manager to establish Bloom, Sword's AI-powered women's health solution, as the category leader across health plans, self-insured employers, brokers, consultants, and platform partners. This is not a quota-carrying sales role. This is a high-impact individual contributor leadership role. You will not manage a team, but you will be expected to drive outsized strategic impact through personal expertise, relationships, and influence across the organization.

The role is focused on market positioning, competitive differentiation, pipeline generation, and commercial intelligence that ensures Bloom wins against every incumbent in the women's health space.

Starting with pelvic health and now expanding into menopause, fertility, pregnancy, and postpartum care, Bloom is powered by the same AI Care model driving Sword's platform: a continuous interaction between the member, an AI health specialist (Phoenix), and a human clinician.

The Head of Commercial Strategy will be the external face of Bloom's commercial narrative and the internal voice of the market, shaping how the product is positioned, how the pipeline is built, and how the product itself evolves to win.

This role is critical to our success. You will determine how health plans, brokers, consultants, and employers perceive Bloom relative to every alternative on the market. You will ensure our sales teams walk into every room with an unfair advantage — the positioning, the proof points, the relationships, and the market intelligence to win at north of 75-80% against established women's health solutions like Maven Clinic, Midi Health, Progyny, Carrot Fertility, amongst others.

You will also close the loop from market to product, ensuring what we build reflects what the market needs to see us as the unambiguous category leader.

What you'll be doing:
Category Leadership & Market Positioning

• Define and own the category narrative for AI-powered women's health across the full life stage continuum, positioning Bloom as the definitive next-generation platform that makes fragmented, condition-specific point solutions obsolete.
• Build and maintain a comprehensive competitive intelligence operation against existing Women’s Health solutions in the market — understanding their positioning, pricing, clinical evidence, and client traction.
• Develop differentiated positioning by buyer persona: health plan medical directors, employer benefits leaders, broker/consultant advisors, and platform/channel partners.
• Create and evangelize the "why Bloom wins" narrative backed by clinical evidence, AI differentiation, outcomes-based pricing, and total cost of care impact.
• Author thought leadership content — white papers, conference presentations, webinars, op-eds, and industry panel appearances — that establishes Bloom and Sword as the intellectual leader in women's health AI care.

• Generate qualified pipeline for the sales team through relationship-driven business development, strategic partnerships, conference presence, and thought leadership — not through direct deal closing.
• Build and leverage a deep personal network across health plans, brokers, benefits consultants, employer coalitions, and industry associations to open…