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Posted on: 18 September, 2025
Head of Product Growth, LearnWith.AI (Remote) - $400,000/year USD
Head of Product Growth, LearnWith.AI (Remote) - $400,000/year USD
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$200.00/hr - $200.00/hr
Are you a product leader ready to use AI to transform how education works? We\u2019re looking for someone to lead our Education vertical and own the mission of helping students learn more effectively. This role is about driving systemic change, not just delivering incremental features.
This role is defined by owning a strategic outcome, not managing the process. You will be responsible for defining an objective for our Education vertical and be empowered to achieve it. You will personally author the master “Brain Lift” that codifies our strategy and defines the portfolio roadmap that makes all our educational products work as one. You\u2019ll lead a team of sharp Product Owners, operating as a player-coach who remains deep in the most critical work.
The standard one-size-fits-all education model fails to serve the individual student. Our approach is to build a new system from a foundation of learning science and AI to deliver truly individualized instruction. We are proving that education can be both deeply personal and highly impactful.
This role is different from a typical VP of Product position. If you prefer managing process over owning outcomes, or want to delegate core strategic work, this is not the right fit. We\u2019re looking for a leader who is deeply analytical, a clear first-principles thinker, and relentless in achieving the stated goal.
You will lead a sharp team of product owners and work directly with the founders to steer the entire vertical. The measure of your success is simple: clear, data-backed proof that your strategy measurably improved how students learn. If you\u2019re ready for a challenge of this scope and accountability, let\u2019s talk. What You Will Be Doing Architecting the Domain Knowledge: Own and evolve the master “Education Domain BrainLift,” synthesizing team and market insights into a single, cohesive strategy that aligns the entire vertical on key product decisions. Driving the Portfolio Roadmap: Translate the Domain BrainLift into an outcome-driven roadmap for the whole product portfolio. Define the sequence of work that creates value and provides the strategic “why” to direct execution. Player-Coach Execution: Act as a player-coach, drive your own OODA loops on critical outcomes, and mentor the team to achieve cohesive portfolio execution. What You Won’t Be Doing Acting as a pure people manager. Lead the vertical’s strategy and set the standard for execution, not just manage headcount, budgets, and process. Executing a top-down strategy handed to you. You are expected to personally author the cohesive, overarching strategy for the entire vertical. Creating static, long-term roadmaps. Your portfolio roadmap is a living document; steer the portfolio with weekly learnings. Overseeing a “feature factory.” Achieve the strategic outcome for the vertical by creating true cross-pollination between products, not silos. Head Of Product Growth Key Responsibilities
Transform education through AI-driven personalized learning solutions while delivering measurable improvements in student learning outcomes. Basic Requirements At least 6 years of experience in a product leadership role where you personally shaped the product vision and owned the core problem-solution hypothesis Previous experience launching at least one successful product (not just a feature) that reached real users from scratch to launch (achieving at least $1 million in revenue) Professional experience using AI in daily work (e.g., research, analysis, synthesis, strategy) About LearnWith.AI
LearnWith.AI is an edtech startup that leverages AI and subject matter experts to cultivate a new way of learning. Our approach combines learning science, data analytics, and AI-powered coaching. We are a remote-first company that hires globally via Crossover. Working with us
This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $200 USD/hour, which equates to $400,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. For details, see
Crossover Job Code: LJ-5660-NZ-COUNTRY-HeadofProductG Seniority level Executive Employment type Full-time Job function Business Development, Marketing, and Product Management Industries Software Development, IT Services and IT Consulting, and Technology, Information and Internet
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