Principal Product Manager, Tutor Engagement
Overview:
Nerdy (NYSE: NRDY) is on a mission to transform how people learn through technology—and our tutor marketplace is the heart of that transformation. With thousands of educators powering personalized instruction across 3,000+ subjects, how we support, engage, and empower them directly shapes the quality of learning we deliver.
As Principal Product Manager for Tutor Engagement, you’ll own the end-to-end experience tutors have once they join the platform. From onboarding to scheduling, incentives to feedback loops, you’ll build the systems that help them thrive—leveraging AI and automation to scale impact without losing live human interaction.
You’ll work across UX, systems, and communications to create a tutor experience that feels intelligent, effortless, and mission-aligned. This includes nudges driven by performance data, AI-powered scheduling prompts, real-time feedback summaries, and personalized support experiences.
About Nerdy:
At Nerdy - the company behind Varsity Tutors - we’re redrawing the blueprint of learning. Our Live + AI™ platform fuses real-time human expertise with proprietary generative-AI systems, setting a new bar for measurable academic impact at global scale.
We recruit the kind of technologists and operators you’d bet on as solo founders - people who turn ambiguous problems into shipping code, iterate faster than markets move, and compound their advantage with every data point. In an era where great employees can deliver 10-times the leverage of the merely good, we back those who play to win.
Fortune favors the bold. Join us.
How we compete:
AI-Native at every level
From the CEO to day-one hires, everyone builds and ships with generative AI. If you’re not wielding AI, you’re not done.Entrepreneurial velocity
Move at founder speed, prototype in hours, and measure in real user outcomes. Slow teams die.Free-market rigor
Ideas rise or fall on merit and results - no committees, no politics, no cap on upside.Full-stack ownership
You design, build, and run what you ship; accountability is a feature, not a bug.Reward for contribution
Pay rises with impact, not years. Outstanding results earn outsized rewards. We evaluate both what you achieve and how you achieve it: living our leadership principles and using AI effectively are formally measured and rewarded.Relentless exploration
Push the frontier of generative AI in live learning and - because only the paranoid survive - questioning every legacy assumption along the way.Is Apolitical
You stay focused on mission-aligned outcomes, not distractions or unrelated causes.
If you’re a technically minded builder who thrives on open competition, personal responsibility, and the chance to redefine how the world learns - while continually stretching the limits of what generative AI can do - come do the most ambitious and rewarding work of your career here. Learn more at nerdy.com.
Nerdy’s shareholder letters below explain our latest products and strategy:
Qualifications:
Have 8+ years in product management or adjacent roles, ideally in two-sided marketplaces, gig platforms, or operationally complex SaaS.
Have experience building or partnering on AI-powered features or workflows—LLMs, classification, ranking, or dynamic content generation.
Are comfortable navigating both systems-level challenges (e.g., supply/demand balancing) and human experience (e.g., recognition, burnout, quality feedback).
Think in terms of loops and levers: how to drive retention through the right incentives, nudges, and workflows.
Know your way around SQL and enjoy using dashboards, user research, and qualitative interviews to triangulate insight.
Can write clearly and influence cross-functional peers and leadership.
Are excited to support educators and believe technology can be a force-multiplier for good.
Responsibilities:
Own and evolve the full lifecycle of tutor engagement: onboarding, activation, performance, retention, and re-engagement.
Build smart, scalable experiences across scheduling, incentives, comms, support, and quality tools.
Use AI to personalize tutor experiences—e.g., GPT-based message generation, classification models for outreach prioritization, summarization of session history, and self-serve troubleshooting.
Define and monitor tutor success metrics (engagement rate, session frequency, satisfaction, NPS, attrition), and run frequent experiments to improve them.
Collaborate with Design, Engineering, and Operations teams to ship fast, learn quickly, and scale what works.
Develop intelligent comms flows: in-product nudges, real-time email/SMS alerts, and rewards programs that are timely, contextual, and data-informed.
Champion tutor needs across the organization, influencing product, operations, and C-level decisions.
Build dashboards and alerting to proactively spot friction, underperformance, or churn signals.
Unleash Your Potential at Nerdy:
At Nerdy, you'll earn your success through meritocracy and exceptional outcomes. Our benefits reward performance and initiative:
Competitive Compensation & Advancement: Market-leading salary paired with clear promotion pathways and equity (RSUs) - become an owner in our success.
Retirement Made Simple: 401(k) plan with company match and immediate vesting.
A Remote-First Culture: We embrace flexibility across time zones and working styles to attract top talent and meet learners where they are.
Flexible Time Off: Recharge on your terms, ensuring maximum productivity.
Continuous Learning: Access an all-inclusive learning membership for you and your household, including 1:1 tutoring hours, unlimited on-demand classes, and our full suite of learning products and services.
Supercharge with AI: Leverage cutting-edge AI tools to accelerate your workflow.
You’re Covered: Medical, dental, vision, life, STD & LTD plans plus strong maternity, paternity, and adoption leaves - numerous options for you and your family.
The Bottom Line:
If you're driven by impact, energized by ownership, and excited to help shape what’s next, you’ll thrive here. We move fast, think big, and reward those who deliver. This isn’t a traditional corporate environment - it’s a place to do the most meaningful work of your career.
