AI Product Director, LearnWith.AI (Remote) - $400,000 / year USD

AI Product Director, LearnWith.AI (Remote) - $400,000 / year USD

Join to apply for the AI Product Director, LearnWith.AI (Remote) - $400,000 / year USD role at Trilogy .

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

Base pay range

$200.00 / hr - $200.00 / hr

Ready to revolutionize education through AI? We are seeking a visionary AI Product Director to spearhead our Education vertical with a mission that matters : helping students learn more effectively through personalized instruction. This isn’t about incremental improvements—it's about fundamentally reimagining how education works.

As the strategic architect of our Education vertical, you’ll craft the vision that unifies our educational products into a cohesive ecosystem. You’ll author our definitive "Brain Lift" strategy document and translate it into action through a dynamic portfolio roadmap. Leading a team of exceptional Product Owners, you’ll remain hands-on with critical initiatives while providing strategic direction.

We’re challenging the one-size-fits-all education model by building a system grounded in learning science and AI that delivers truly individualized learning experiences. Our mission is to prove that education can be simultaneously personal and transformative.

This position transcends traditional product leadership roles. We’re looking for an analytical first-principles thinker who thrives on accountability and measurable outcomes—not someone who simply manages processes or delegates strategic thinking. Your success will be measured in concrete data showing improved learning outcomes for students.

If you’re energized by the challenge of working alongside founders to transform education through AI innovation and delivering measurable impact, we want to hear from you.

What You Will Be Doing

• Craft and evolve our "Education Domain BrainLift"—the strategic blueprint that synthesizes market insights and team knowledge into a unified vision guiding all vertical decisions
• Develop and continuously refine an outcome-focused portfolio roadmap that creates compounding value across products, providing the strategic rationale for your team's execution priorities
• Embed the player-coach model by personally driving critical OODA (Observe-Orient-Decide-Act) loops while mentoring your team through thoughtful review and refinement of their work to ensure portfolio cohesion

What You Won’t Be Doing

AI Product Director Key Responsibilities

This section was empty in the original job description.

Basic Requirements

Nice-to-have Requirements

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 $200 USD / hour, which equates to $400,000 USD / year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult for more details on this topic.

Crossover Job Code : LJ-5660-TR-COUNTRY-AIProductDirec.002

Seniority level

Employment type

Job function

Industries

Referrals increase your chances of interviewing at Trilogy by 2x

Sign in to set job alerts for “Director of Artificial Intelligence” roles.

Technical Product Owner for Apps (Remote) -

Revenue Accounting Manager - Software Industry, IFRS 15, NetSuite

Revenue Accounting Manager - Software Industry, IFRS 15, NetSuite

CRM Campaign Assistant Supervisor / Specialist

We’re unlocking community knowledge in a new way. Experts add insights directly into each article, started with the help of AI.

#J-18808-Ljbffr