Director of Product Management

Paper is reimagining how schools support students so that every learner can reach their full potential. Our vision is a world where every student receives timely, personalized, and relevant academic support. We offer a suite of scalable solutions including 24/7 tutoring, writing feedback, math practice, college and career support, and AI-powered instructional tools that provide personalized support to all students, including multilingual learners. Our GROW high-impact tutoring program accelerates learning through targeted small-group instruction, delivers measurable gains in student achievement, and eases teacher workloads. Trusted by 500+ school districts across 40+ states and backed by leading investors including IVP, Sapphire Ventures, Framework Capital, and Reach Capital, we’re pursuing a bold goal: to drive the best academic outcomes for as many students as possible.

Recent articles:

• GROW by Paper Drives 201% Increase in Grade-Level Proficiency in Just 12 Weeks

• GROW by Paper Earns Stanford’s NSSA Tutoring Program Design Badge, Signaling Excellence in Research-Aligned Design

• Paper Appoints Marisa Burkhart as CRO

Job Description

We are seeking a visionary and execution-oriented Director of Product to lead Paper’s product function and own our end-to-end AI strategy. This leader will scale GROW, our flagship high-impact tutoring product, while driving innovation across our platform through AI.

You’ll play a central role in shaping how students and educators engage with Paper—balancing innovation with responsibility to ensure AI is applied in ways that build trust, safeguard equity, and drive measurable academic outcomes. By scaling effective tutoring and unlocking the power of AI, your work will make a tangible difference for students striving to reach grade level, tutors working to deliver personalized support, and teachers seeking tools that lighten their load and amplify their impact.

This is a unique opportunity to join at an inflection point, where your leadership will directly influence Paper’s trajectory and accelerate student achievement at scale.

This role reports to the CEO and is fully remote, with flexibility to work from anywhere in the U.S. or Canada.

What You’ll Do

• Define and own the vision and roadmap for Paper’s tutoring and learning solutions.

• Scale GROW, our high-impact tutoring product, to deliver measurable student outcomes and meaningful ROI for districts.

• Translate advances in AI/ML into impactful features that enhance personalization, tutor efficiency, and learning insights.

• Partner closely with engineering, design, and data science to scope, prioritize, and deliver high-quality features with speed and rigor.

• Engage deeply with districts, educators, and students to uncover needs, validate solutions, and ensure our products drive measurable impact.

• Define success metrics, experiment systematically, and apply insights to drive continuous improvement of our product solutions.

• Lead with a builder’s mindset, rolling up your sleeves to write PRDs, deliver demos, or debug workflows when needed.

• Ensure products are designed with ethical, transparent, and equitable use of AI at their core.

• Mentor and develop product managers and product designers as our team scales over time.

What We’re Looking For

• 7+ years of product management experience, with at least 3+ years leading AI/ML-powered products and teams.

• Proven ability to deliver AI/ML solutions that directly improve user experience and measurable outcomes, with strong technical fluency in concepts like LLMs, NLP, and generative AI.

• Track record of building products from 0→1 and scaling them in fast-paced, high-growth environments.

• Strong strategic thinking skills and the ability to zoom between big-picture vision and hands-on execution; willing to roll up your sleeves and start lean with limited resources.

• Ability to build, motivate, and lead a high-performing, lean team that thrives in a fast-moving environment.

• Deep customer empathy and ability to prioritize solving real user problems over chasing shiny features.

• Exceptional communication skills—you can inspire engineers, executives, educators, and customers alike.

• A bias toward action and comfort with ambiguity; you thrive when the playbook is still being written.

The annual salary range for this position is $190,000 - $210,000 USD or $150,000 - $175,000 CAD, plus equity. Please note that the final offer amount is determined by multiple factors, including geographic location as well as candidate experience, and may vary from the amounts listed above​.

What is it like to work at Paper? You will:

• Be joining a remote-first company with a collaborative, mission-driven culture working together to write the next chapter of Paper!

• Have opportunities to connect in person throughout the year, even while working remotely day-to-day.

• Be part of an exciting new era of growth, with fresh leadership, a bold product vision, and a redefined charter.

• Thrive in a fast-moving, build-from-scratch environment where agility and critical thinking guide decisions, collaboration is built on trust and healthy challenge, and every team member takes ownership to deliver real customer impact and grow every day.

Additional Benefits:

• Comprehensive & competitive compensation, health benefits, retirement plan, stock options, and more.

• In addition to vacation days, we provide Paperites with sick days and 4 extra weeks off - including statutory holidays, Paper Days throughout the year, and a full Paper Week from Dec 25 to Jan 1.

• A $500 stipend to set-up your workspace and $100 monthly stipends to support with on-going workspace needs.

• We support growing families with generous paid parental leave.

• Unlimited access to tutoring and educational support for children of Paper employees.

You’ll be joining a team of mission-driven builders who care deeply about equity in education, and who thrive in a culture of ownership, velocity, and continuous learning. If you’re energized by challenges, inspired by impact, and ready to help lead a high-growth business through its next phase, we’d love to meet you.

We believe diverse teams build better products and we are committed to creating an inclusive environment for all employees. Paper does not discriminate on the basis of race, color, religion, gender, gender orientation, gender expression, sexual orientation, age, national origin, disability, marital status, or military status.

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