Head of Product Transformation

About the Role We are building the next generation of healthcare technology — an AI-native product organization that moves fast, operates with intention, and ships products that meaningfully improve care. The Head of Transformation is a senior operating role that sits at the center of that mission in product. Reporting directly to the Chief Product Officer, you will serve as a force-multiplier for the CPO — translating vision into operating rhythm, building the connective tissue across product, design, engineering, and the business, and ensuring that the organization's most important bets get the attention, structure, and follow-through they deserve. The right candidate is equally comfortable writing a strategy memo, facilitating a cross-functional alignment session, designing a planning process from scratch, and rolling up their sleeves to program management a strategic project. A Day in the Life CPO Leverage & Office of the CPO - Serve as the CPO's thought partner and operational deputy, preparing briefing materials, driving follow-through on key initiatives, and acting as a proxy in select forums. - Own the CPO's planning calendar: quarterly business reviews, product leadership offsites, board and executive updates, and annual planning cycles. - Distil complex, cross-functional inputs into crisp written recommendations, decision documents, and narratives for senior audiences. - Identify issues before they surface to the CPO — proactively resolving blockers, brokering alignment, and escalating only what truly requires executive attention. Product Operations & Operating Rhythm - Design and stand up the product operating model for an AI-native organization — including portfolio prioritization, OKR processes, roadmap governance, and cross-functional rituals. - Build lightweight, high-signal reporting cadences that give the CPO and product leadership real-time visibility into progress, risks, and decisions. - Drive quarterly and annual planning: coordinating inputs from product, engineering, design, data science, and go-to-market teams into a coherent, executable plan. - Identify operational inefficiencies and eliminate them — the goal is a product organization that ships faster and with less friction, not more process. Transformation & Strategic Initiatives - Lead high-priority transformation programs on behalf of the CPO — spanning organizational design, AI adoption, new capability builds, and cross-functional change management. - Act as a program manager for initiatives that cut across multiple teams and do not have a natural single owner. - Build the infrastructure for how the product organization makes and communicates decisions — from DACI frameworks to async-first working norms. - Partner with People, Finance, and Legal as needed to bring structure to people and resource decisions in the product org. AI-Native Ways of Working - Help shape what it means to operate as an AI-native product organization — piloting new tools, workflows, and norms and socializing them across the team. - Build muscle around how the product organization consumes, generates, and acts on AI-driven insights. - Partner with product and design leadership to embed AI-first thinking into how we scope, prototype, and evaluate work. What You Need - 7–12+ years of experience in product management, strategy, management consulting, chief of staff, or business operations roles — ideally with meaningful time in a high-growth technology or healthcare technology company. - Track record of building from scratch. You have stood up new processes, teams, or functions and know how to earn buy-in without authority. - Familiarity with AI tooling and modern product operating models. You are curious and opinionated about how AI changes how teams work, and you have practical experience putting AI to use. - Exceptional written and verbal communication. You can write a crisp one-pager for the CEO and a detailed PRD spec in the same week. You