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

Ready to revolutionize education with AI that actually works? At LearnWith.AI, we're not building another edtech widget—we're transforming how students learn. This role demands a product leader who delivers measurable student outcomes weekly, not someone who manages feature backlogs.As Principal Product Manager, you'll tackle one clear goal tied directly to student success. You'll synthesize learning science into structured "Brain Lifts" that enhance both human and AI intelligence, then drive rapid product iterations until data proves your impact. You'll ship meaningful features weekly and refine them just as quickly.LearnWith.AI isn't patching an obsolete system—we're building education's future. Our platform combines decades of learning science with AI-powered coaching to deliver personalized instruction at scale. From recovering from learning loss to mastering advanced coursework, we're proving education can be both individualized and transformative.

What You Will Be Doing

• Develop sophisticated "Brain Lifts"—structured knowledge frameworks that enhance AI capabilities, guide strategic decisions, and demonstrate your mastery of learning science
• Execute precise, data-driven product iterations weekly that measurably advance student learning outcomes
• Build authoritative domain expertise in learning science and educational technology to enable superior decision-making and product development
  

What You Won’t Be Doing

• Managing traditional product roadmaps or dictating build specifications
• Orchestrating lengthy development cycles—our cadence is weekly, not monthly
• Creating exhaustive PRDs, maintaining backlogs, or specifying every UI element
• Engineering technical solutions or defining system architecture
  

Principal Product Manager Key Responsibilities

Drive measurable improvement in student learning outcomes through rapid product iteration, structured knowledge development, and data-validated solutions.

Basic Requirements

• Minimum 4 years in product leadership with direct ownership of product vision and core problem-solution hypotheses
• Proven track record launching at least one successful product from inception to market adoption with real users (internal tools excluded)
• Demonstrated proficiency integrating AI tools into your professional workflow for research, analysis, and strategic thinking
  

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-IN-COUNTRY-PrincipalProdu.004