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

Tired of being the professional middleman between stakeholders who speak different languages? Frustrated watching features you've carefully crafted go unused while real impact remains elusive? You're not alone. The traditional product management model is broken—turning talented professionals into roadmap custodians rather than impact creators.

At LearnWith.AI, we've reimagined product leadership. Here, your mission isn't managing a backlog—it's achieving a specific, measurable business outcome. We provide a clear target, then empower you to hit it. You'll develop comprehensive domain expertise (what we call a Brain Lift), translate that knowledge into actionable intelligence for both human and AI collaborators, and drive rapid, data-informed product iterations until you achieve meaningful results.

This role transcends conventional product management. Gone are the days of proxy stakeholder representation and endless approval-seeking presentations. Instead, your time will be invested in cultivating insights, making decisive product calls, conducting targeted experiments, and continuously refining your approach until metrics move. We're seeking someone who thrives on intellectual curiosity, embraces iterative development, and leverages AI as a genuine thought partner.

Join a team that values substance over ceremony, outcomes over optics, and velocity over bureaucracy. We celebrate clarity, impact, and speed. If you're ready to abandon the traditional PM playbook and help redefine what product leadership can be, we want to hear from you. We're building the future of product management—today.

What You Will Be Doing

• Develop Brain Lifts: Create and evolve structured repositories of expert knowledge that enhance AI capabilities, inform strategic decisions, and demonstrate your domain mastery.
• Execute Product Iterations: Deliver weekly, data-driven product enhancements designed to systematically progress toward defined business outcomes.
  
  

What You Won’t Be Doing

• Maintaining feature roadmaps or dictating build priorities
• Creating exhaustive product requirement documents, managing feature backlogs, or specifying every UI element and edge case
• Designing technical architecture or developing software solutions
  
  

AI Product Lead Key Responsibilities

• Drive and verify measurable product outcomes through data-backed evidence and continuous improvement
  
  

Basic Requirements

• Minimum 4 years experience in product leadership positions where you directly influenced product vision and owned core problem-solution hypotheses
• Demonstrated success launching at least one product that reached actual users, with evidence of adaptation based on usage metrics or outcome data
• Genuine passion for integrating AI tools into your professional workflow (research, analysis, synthesis, strategic planning)
  
  

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-GB-Cambridg-AIProductLead