Director of AI Product Management $200,000 USD/year Pay is set based on global value, not the local market.
Most roles = hourly rate x 40 hrs x 50 weeks
Description
Are you ready to revolutionize education with AI? Want to work on something actually important, which helps real students unlock their potential and learn faster, better, and happier? At LearnWith.AI, we're building the future of personalized learning, and we need product minds who don't just think fast, but learn fast.
This role isn't about managing a product. It's about making specific, measurable outcomes happen every week. You'll get one clear goal tied to real student impact. Your job is to make that outcome true, then prove it with data. You'll go deep into the learning problem space, codify your thinking into structured "Brain Lifts" that make both humans and AI smarter, and drive tight, weekly product iterations until the result is undeniable. You'll be shipping meaningful features fast and refining them just as quickly.
At LearnWith.AI, we're not layering technology onto a broken system. We're building a new one. The U.S. education model is outdated, designed for the average student in a one-size-fits-all classroom. Our platform combines 50+ years of learning science with subject matter experts and AI-powered coaching to deliver individualized instruction at scale. Whether it's helping a student bounce back from learning loss or crush their AP exams, we're proving that education can be both personal and high-impact.
This job isn't for people who want to hide behind abstract strategy or get lost in executional details. If you need someone to tell you the plan, or you prefer defining features over defining success, you won't thrive here. But if you're hungry to solve real-world problems, fluent in data, and excited to use AI to amplify your thinking, you'll be in your element.
You'll work alongside a tight team of engineers, educators, and AI tinkerers, collaborating directly with founders to move the needle where it matters most: student outcomes. You'll move quickly, learn obsessively, and leave with proof that your work made a measurable difference in how students learn. If that's the kind of product challenge you've been waiting for, apply. Let's transform education together.
What you will be doing
- Build Brain Lifts: A structured, evolving body of expert insights that sharpens AI tools, guides decisions, and proves you understand the domain.
- Make Product Iterations: Small, data-driven product enhancements shipped weekly to steer the product toward a measurable outcome.
- Building Domain Expertise: Acquire deep, structured understanding of a specific domain so that the team can make higher-quality decisions, create more tailored outputs, and communicate with authority.
What you will NOT be doing
- Managing roadmaps or defining what to build or how to build it
- Spending a whole month developing a new feature; we aim to ship new features on a weekly basis
- Writing lengthy and exhaustive PRDs, managing backlogs, or exhaustively defining every screen or edge case
- Building technical solutions or defining software architecture
Candidate requirements
- At least 4 years of experience in a product leadership role where you personally shaped the product vision and owned the core problem-solution hypothesis
- Previous experience launching at least one successful product (not just a feature or a module) that reached real users (not internal tools) from scratch (not joining partway through the development process)
- Enthusiasm for using AI in your daily work (e.g., research, analysis, synthesis, or strategy)
How it works
Applying for a role? Here’s what to expect.
Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.
STEP 1
Pass Cognitive Aptitude Test.
STEP 2
Pass English Proficiency Test.
STEP 3
Prove Real-World Job & AI Skills.
STEP 4
Ace An Interview Or Two.
STEP 5
Accept Job Offer.
Frequently asked questions
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Why Crossover
Recruitment sucks. So we’re fixing it.
The Olympics of work
It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Premium pay for premium talent
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
Shortlist by skills, not bias
We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.
