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

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Trilogy

Trilogy

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๐ŸŒŽ Remote

Posted on: 1 August, 2025

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

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

Join to apply for the AI Product Lead, LearnWith.AI (Remote) - $200,000/year USD role at Trilogy AI Product Lead, LearnWith.AI (Remote) - $200,000/year USD

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This range is provided by Trilogy. Your actual pay will be based on your skills and experience โ€” talk with your recruiter to learn more. Base pay range

$100.00/hr - $100.00/hr

Are you passionate about reshaping the educational landscape with the power of AI? Do you want to make a tangible difference in how students learn and succeed? Join us at LearnWith.AI, where we’re pioneering personalized learning experiences and seeking innovative minds who thrive in fast-paced environments and are eager to learn.

This isn’t just about managing a product; it’s about achieving specific, measurable outcomes that directly impact students' lives. You’ll be given a clear objective tied to real student success, and it’s your mission to make it happen and validate it with data. Dive deeply into the educational challenges, transform your insights into structured “Brain Lifts” that enhance both human and AI intelligence, and drive rapid product iterations until the results speak for themselves. You’ll be launching impactful features swiftly and refining them with agility.

At LearnWith.AI, we’re not just adding technology to an outdated system; we’re creating a new paradigm. The traditional U.S. education model, built for the average student, is obsolete. Our platform leverages decades of learning science, expertise, and AI-driven coaching to provide personalized instruction on a grand scale. Whether it’s aiding a student in recovering from learning setbacks or excelling in their AP exams, we’re demonstrating that education can be both tailored and transformative.

This role isn’t for those who prefer to dwell in abstract strategies or get bogged down in minutiae. If you’re waiting for someone to hand you a plan or if you favor defining features over defining success, this may not be the right fit. But if you’re eager to tackle real-world challenges, fluent in data, and excited about using AI to enhance your thinking, you’ll find your place here.

You’ll collaborate closely with a dedicated team of engineers, educators, and AI innovators, working directly with founders to make a significant impact on student outcomes. You’ll move swiftly, learn passionately, and have concrete evidence that your efforts made a difference in students' learning journeys. If this is the kind of product challenge you’ve been seeking, apply now. Let’s revolutionize education together.

What You Will Be Doing

  • Create Brain Lifts: Develop a dynamic, expert knowledge base that refines AI capabilities, informs decision-making, and demonstrates your domain expertise.
  • Implement Product Iterations: Deliver small, data-driven enhancements weekly to steer the product towards achieving measurable outcomes.
  • Develop Domain Expertise: Gain an in-depth, structured understanding of a specific field to enable informed decision-making, produce tailored outputs, and communicate with confidence.

What You Wonโ€™t Be Doing

  • Managing product roadmaps or dictating what or how to build.
  • Engaging in solution-first product management; instead, focus on becoming a domain expert and understanding user needs.
  • Spending an entire month on developing a single feature; aim to deliver new features weekly.
  • Creating technical solutions or defining software architecture.

Basic Requirements

AI Product Lead key responsibilities

  • A minimum of 4 years in a product leadership role where you shaped product vision and owned the core problem-solution hypothesis.
  • Proven experience in launching at least one successful product (not just a feature or module) that reached real users, initiated from scratch rather than joining mid-development.
  • A strong enthusiasm for integrating AI into your daily tasks, such as research, analysis, synthesis, or 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 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-FI-COUNTRY-AIProductLead.005

Seniority level

  • Seniority level Director Employment type
  • Employment type Full-time Job function
  • Job function Engineering, Product Management, and Strategy/Planning
  • Industries Software Development, IT Services and IT Consulting, and Technology, Information and Internet

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