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

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Posted on: 30 May, 2025

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

Tired of being the middleman in an endless game of corporate Chinese whispers? Frustrated with shipping features that collect digital dust? We get it. The traditional product management playbook is broken, and we’re here to rewrite it.

At LearnWith.AI, we’re revolutionizing product leadership. Forget about being a roadmap custodian – we’re turning you into an outcome architect. Your mission? One crystal-clear business goal that you’ll drive from insight to impact. You’ll harness the power of AI as a thinking partner, build what we call Brain Lifts (our secret sauce of domain expertise), and navigate your product through rapid, data-driven iterations until you hit your target.

This isn’t your typical product role where you’re juggling stakeholder wishes or crafting elaborate presentations for approval. Instead, you’ll be deep in the trenches of discovery, making bold product decisions, running swift experiments, and evolving your strategy based on real results. We’re looking for someone who gets energized by curiosity, thrives on iteration, and has a passion for measurable impact.

Join a team that values substance over show, outcomes over outputs, and velocity over bureaucracy. If you’re ready to break free from traditional PM constraints and pioneer what product leadership should truly be, we want to hear from you. Welcome to the future of product management.

What You Will Be Doing

  • Architect and evolve Brain Lifts - our proprietary framework that transforms domain expertise into actionable insights, supercharges AI capabilities, and drives informed decision-making
  • Lead rapid product evolution through weekly, data-informed iterations that consistently push the needle toward your defined outcome

What You Won’t Be Doing

  • Playing traffic controller with endless roadmaps or feature requests
  • Drowning in documentation: No more novel-length PRDs, endless backlog grooming, or exhaustive edge case documentation
  • Getting lost in technical weeds or architecture discussions

AI Product Lead Key Responsibilities

  • Drive and deliver measurable product outcomes, backed by concrete data that proves your impact

Basic Requirements

  • Proven track record with 4+ years in product leadership, where you’ve been the driving force behind product vision and core hypothesis development
  • Success story of at least one product launch that reached real users, with demonstrated ability to learn and adapt based on usage metrics and outcomes
  • Natural affinity for AI tools and eagerness to integrate them into your daily workflow (whether for research, analysis, synthesis, or 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.001

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