Job Description

Join to apply for the Head of Product role at Advocate

Advocate is transforming how Americans access government benefits. Using cuttingedge AI technology, were reducing monthslong disability application processes to days, helping vulnerable citizens get the support they deserve. After 2.5 years of rapid growth, we have proven the technology works. Now, we need a product visionary to define how this technology scales to reach millions.

The Opportunity

We are seeking a Head of Product who sees the future of government interaction not as forms and queues, but as a fluid, intelligent conversation. This is an executive role. You will sit at the leadership table, partnering directly with our CEO and CTO to define what we build and why, reimagining the product landscape in an AIfirst world.

The Role

This role is for a strategist who finds clarity in ambiguity. You understand that a roadmap is not a list of features in Jira, but a strategic narrative that bridges user needs, technical possibility, and commercial growth. You will design the vehicle that carries our AI technology into new markets and channels.

Core Responsibilities

• Executive Vision & Strategy: As a key member of the executive team, you will partner with the CEO to shape the future of the business. You will look 12-24 months ahead, defining how our product evolves to dominate the market.
• Channel & Growth Architecture: Figure out how to package and deploy our core product through new sales channels, conceptualize integration with partners, legal firms, and healthcare providers.
• Activation & Onboarding Excellence: Own the complete user journey from landing page through activation, partnering with marketing to ensure a smooth conversion experience.
• AINative Product Discovery: Build AI loops to analyze thousands of interactions instantly, using AI as a coauthor to simulate user flows and edge cases before code is written.
• Symbiosis with Engineering: Speak the language of tradeoffs, align technical architecture with product goals to support complexity of tomorrow.
• Design & User Experience: Ensure every interaction, human or machine, feels humancentric, transparent, and incredibly simple.

The Person Were Looking For

Essential Background: Product leader who has taken a complex technical product from early traction to multichannel scale, invented new market entry, owns activation handoff, and has strong grasp of unit economics and business strategy.

Cognitive Approach

• Strategic, Not Administrative: View PM as invention & strategy, not ticketcounting.
• FirstPrinciples Thinker: Design the most direct path to solution, defying convention if needed.
• Commercial Fluency: Translate technical features into revenue streams and sales channels; justify marketing spend with product impact.
• CrossFunctional Partnership: Align messaging from ad to onboarding, ensuring consistency and trust.
• High Agency & Ownership: Test hypotheses and drive outcomes from delight to bottom line.

Technical & AI Fluency

• AI Partnership: Use LLMs to draft strategies, analyze data, and stresstest logic; understand capabilities and limits of current models.
• Technical Respect: Understand implications of architectural choices; engage with CTO on database and roadmap decisions.

AntiPattern

• Not a Scrum Master.
• Not a Feature Factory manager.
• Not someone who views postclick experience as someone elses problem.
• Not afraid of a blank whiteboard.

What We Offer

• Executive Leadership: Seat at the table defining strategy for a company transforming government services.
• Direct Impact: Ownership of a platform that will serve millions of Americans.
• Elite Team: Collaboration with highperforming engineering, marketing, and leadership team.
• Autonomy: Freedom from process theaterfocus on strategy, design, and growth.
• Compensation: Competitive package with fair equity.
• Culture: Remotefirst culture with regular team gatherings.

Join us in building the platform that will revolutionize government services.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

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