Head of AI Product Development,

Head of AI Product Development, LearnWith.AI (Remote) - $200,000/year USD

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

Head of AI Product Development, LearnWith.AI (Remote) - $200,000/year USD

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Join to apply for the Head of AI Product Development, LearnWith.AI (Remote) - $200,000/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

$100.00/hr - $100.00/hr

Passionate about transforming education through artificial intelligence? Eager to tackle meaningful challenges that directly impact how students learn and grow? LearnWith.AI is redefining personalized education, and we're seeking a visionary Head of AI Product Development who learns as rapidly as they innovate.

This isn't your typical product leadership role. We're offering the chance to drive concrete, measurable outcomes on a weekly basis. You'll receive a crystal-clear objective tied to genuine student success, then leverage your expertise and our AI capabilities to make it happen—with data to prove it. You'll immerse yourself in learning science, translate insights into structured "Brain Lifts" that enhance both human and AI intelligence, and execute rapid product iterations until results speak for themselves.

While traditional education caters to the mythical "average student," LearnWith.AI is building something revolutionary. Our platform integrates decades of learning science with subject matter expertise and AI-powered coaching to deliver truly personalized instruction at scale. Whether helping students recover from pandemic learning gaps or excel in advanced coursework, we're demonstrating that education can be simultaneously personalized and powerful.

This position isn't suitable for those who thrive on abstract strategies or prefer execution over outcomes. If you need detailed roadmaps or focus more on feature specifications than success metrics, this environment may challenge you. However, if you're driven to solve educational problems, fluent with data analysis, and excited about AI's potential to amplify your thinking, you'll find your perfect match.

You'll collaborate with a focused team of engineers, educators, and AI innovators, working directly with our founders to impact what truly matters: student achievement. You'll innovate quickly, continuously expand your knowledge, and build a portfolio of work that demonstrably improved educational outcomes. If you're ready to help us reinvent how students learn, we'd love to hear from you.

What You Will Be Doing

• Develop and refine "Brain Lifts" - structured frameworks of expert knowledge that enhance our AI capabilities, inform strategic decisions, and demonstrate your growing domain mastery
• Implement weekly product improvements driven by data insights, continuously steering our platform toward measurable student success outcomes
• Cultivate comprehensive expertise in educational domains to enable more informed decisions, create tailored learning experiences, and communicate with credibility and authority
  
  

What You Won't Be Doing

• Overseeing traditional product roadmaps or dictating build specifications
• Taking a solution-first approach; instead, you'll prioritize domain expertise and deep user understanding before proposing solutions
• Engaging in lengthy development cycles; our rhythm is weekly iterations, not month-long feature builds
• Creating technical architectures or engineering solutions; your focus remains on outcomes, not implementation details
  
  

Basic Requirements

Head of AI Product Development key responsibilities

• 4+ years in product leadership positions where you personally crafted product vision and owned the fundamental problem-solution hypotheses
• Demonstrated success launching at least one complete product (beyond features or modules) that reached external users from inception through deployment
• Genuine enthusiasm for incorporating AI into your professional toolkit (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-PH-Manila-HeadofAIProduc

Seniority level

• Seniority levelDirector

Employment type

• Employment typeFull-time

Job function

• Job functionEngineering, Product Management, and Strategy/Planning
• IndustriesSoftware Development, IT Services and IT Consulting, and Technology, Information and Internet

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