Senior Manager of Product Management, 2 Hour Learning (Remote) - $200,000/y

at  Crossover

Drive the AI-powered learning revolution at 2 Hour Learning — where student success hinges on your ability to engage, empathize, and innovate.
At 2 Hour Learning, we’re on a mission to flip the script on traditional education. Our academic ecosystem, powered by cutting-edge AI and learning science, is enabling students to shatter learning goals in a fraction of the time. But we’re just getting started.
This role is for builders who thrive at the intersection of technology, innovation, and user empathy. You won’t just lead — you’ll actively create. Whether it’s using generative AI to prototype new features, automating workflows to streamline the student experience, or diving into Python with AI-assisted tools, you’ll roll up your sleeves and get your hands dirty.
You’ll engage directly with students, teachers, and administrators to understand their challenges and craft solutions that feel tailor-made. Insights will flow from real-world conversations and hands-on exploration, not focus groups or reports.

Why you’ll love this role:

• Hands-on innovation: This is not a theoretical role. You’ll be in the trenches building, iterating, and delivering real-world impact.
• Autonomy and ownership: You’ll have the freedom to drive projects end-to-end with full accountability.
• AI at your fingertips: From prototyping to code-generation tools, you’ll wield cutting-edge AI as your daily co-pilot.

If you have the vision of a product leader and the hands-on skills of a builder, this is your opportunity to redefine education through AI.

CANDIDATE REQUIREMENTS

• Proven product impact: Demonstrated success delivering innovative, user-centric products that achieved measurable results (e.g., user adoption rates, satisfaction scores, or key business metrics).
• Hands-on technical proficiency: Ability to use Python with AI-assisted tools for prototyping and problem-solving. Direct experience coding isn’t required, but a strong aptitude for learning and applying technical tools is essential.
• Generative AI expertise: Experience using generative AI tools (e.g., ChatGPT, Cursor, Devin, ClickUp, etc.) for tasks like ideation, prototyping, and workflow automation.
• User research skills: Demonstrated ability to gather raw user feedback through interviews, direct observation, or other methods and translate it into actionable product enhancements.
• Data-driven mindset: Proven ability to analyze data, identify trends, and use insights to drive product decisions that deliver measurable improvements.
• Team leadership experience: History of guiding development teams to align with product vision and maintain high-quality standards.
• Exceptional communication skills: Ability to provide clear, actionable feedback and maintain alignment across diverse stakeholders through precise written and verbal communication.

THIS POSITION IS ALSO KNOWN AS:

• Senior Director of Product Management
• Director of Product Management
• Senior Product Manager

WHAT YOU WILL BE DOING

• Engage with users: Build direct relationships with students and staff to uncover real pain points and opportunities.
• Prototype and build: Use tools like Devin, Cursor, and other generative AI platforms to quickly test, validate, and iterate on ideas.
• Own the lifecycle: Take products from ideation through launch, ensuring they deliver measurable student success and delight.
• Collaborate: Lead outsourced development teams to execute on a clear roadmap while maintaining high-quality standards.
• Innovate relentlessly: Stay on the cutting edge of learning science and AI advancements to continuously push boundaries.

WHAT YOU WILL NOT BE DOING

• If you’re looking to delegate and observe, this isn’t for you. Builders only.
• Making incremental improvements: we’re aiming for breakthroughs, not minor optimizations.
• Dealing with rigid hierarchies; instead, you’ll thrive in a dynamic environment where everyone rolls up their sleeves.

KEY RESPONSIBILITIES

Deliver AI-powered educational products and experiences that demonstrably drive unprecedented student engagement, efficacy, and delight.

Why you’ll love this role:

• Hands-on innovation: This is not a theoretical role. You’ll be in the trenches building, iterating, and delivering real-world impact.
• Autonomy and ownership: You’ll have the freedom to drive projects end-to-end with full accountability.
• AI at your fingertips: From prototyping to code-generation tools, you’ll wield cutting-edge AI as your daily co-pilot