Principal Product Manager, LearnWith.AI (Remote) - $200,000/year USD

Transform education through AI-powered personalization. At LearnWith.AI, we're not just reimagining learning—we're rebuilding it from the ground up. If you're a product visionary who thrives on measurable impact rather than management titles, this is your calling. As our Principal Product Manager, you'll tackle one crystal-clear objective at a time: identify a learning challenge, craft a solution, implement it within days (not months), and validate with hard data. You won't be drafting lengthy roadmaps or getting lost in feature specifications—you'll be driving tangible student outcomes through rapid, intelligent iteration. We're dismantling the antiquated one-size-fits-all education model by fusing cutting-edge AI with decades of learning science expertise. Our mission? Create personalized learning experiences that help students overcome learning gaps or excel in advanced coursework with equal effectiveness. This role demands a rare blend: the strategic mind to identify educational pain points, the analytical rigor to measure success objectively, and the creative agility to leverage AI as your intellectual multiplier. You'll collaborate directly with our founders and cross-functional specialists, moving at startup speed while maintaining educational integrity. If you're ready to prove that technology can genuinely transform how students learn—and build the evidence to show it—we want to hear from you. This isn't just product management; it's educational revolution with your fingerprints all over it. What You Will Be Doing

• Knowledge Codification through BrainLifts: Systematically document and structure your deepening expertise in learning science and user needs, creating intellectual assets that align human teams and AI systems toward common understanding and decision-making
• Rapid Iteration via OODA Loops: Execute swift, evidence-based product cycles that identify critical problems, develop solutions, deploy changes within a week, and measure outcomes against concrete success metrics

What You Won’t Be Doing

• Creating traditional product roadmaps or dictating feature specifications
• Jumping to solutions before mastering the educational domain and developing deep user empathy
• Engaging in prolonged development cycles—our rhythm is weekly shipping, not monthly planning
• Delving into technical implementation details or architectural decisions

Basic RequirementsPrincipal Product Manager key responsibilities

• 4+ years in product leadership with demonstrable ownership of product vision and core problem-solution hypotheses
• Track record of successfully shepherding at least one complete product (not just features) from conception to market launch, achieving minimum $1M revenue with real external users
• Demonstrated proficiency integrating AI tools into your professional workflow for enhanced research, analysis, strategic thinking, and synthesis

About LearnWith.AI LearnWith.AI is an edtech startup that leverages AI and subject matter experts to cultivate a new way of learning. Our unique approach leverages 50+ years of learning science, cutting-edge data analytics and AI-powered coaching. In doing so, we can help students learn more, learn faster, and learn better - and have fun while doing it. We are a remote-first company that hires globally via Crossover. There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you! 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 $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic. Crossover Job Code: LJ-5599-AU-COUNTRY-PrincipalProdu.012