Principal Product Manager, Parent & Student Engagement
Overview of the role:
Nerdy (NYSE: NRDY) is transforming how students learn—combining AI and live instruction across 3,000+ subjects. With 5M learners served through school partnerships and tens of thousands of families enrolled in Learning Memberships, we’re scaling fast—and retention is the frontier.
This is a high-impact opportunity to reinvent how students stay engaged, take action, and grow over time. You’ll lead retention product strategy across personalized nudges, in-product guidance, and post-session follow-ups—powered by internal data, LLMs, and real-time AI-generated signals.
This isn’t just about churn mitigation. It’s about activating momentum, one learner at a time.
About Nerdy:
At Nerdy (NYSE: NRDY) - 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 or growth roles, ideally in B2C SaaS, consumer tech, or subscription-based platforms.
Are fluent in lifecycle thinking and activation/retention mechanics.
Have worked closely with ML, marketing automation, or recommender systems.
Love turning complex data into human-centered nudges that feel effortless to the user.
Can write a clear one-pager, critique a message funnel, and wireframe a personalized dashboard—all in the same day.
Have experience with tools like Iterable, Amplitude, Segment, Looker, dbt, and basic SQL.
Are excited to use GenAI not just as a tactic—but as a core ingredient of your product thinking.
Responsibilities:
Own and scale Nerdy’s cross-platform retention experience—from onboarding through active use, seasonal drop-offs, and exam prep peaks.
Design journey-aware automations that guide parents and students to the next best action using AI, behavior signals, and NLP-derived session insights
Map learning intents and cohorts from tutoring transcripts, product telemetry, and CRM behaviors; use these signals to trigger intelligent outreach.
Use GenAI tools (Claude, GPT-4, internal LLMs) to create high-variance personalized content (session recaps, nudges, next-steps) at scale.
Orchestrate multi-channel engagement: in-app, email, SMS, push, web—balancing impact, timing, and cognitive load.
Build and iterate A/B experiments across every touchpoint modality—shipping, learning, and systematizing what works.
Partner with Engineering, Customer Retention, and Data Science to scale a durable, personalized retention engine.
Set measurable targets (consumption, session recurrence, LTV uplift), own dashboards, and track leading indicators.
Constantly explore new AI tools, pilots, and workflows to increase speed and surface precision.
Orchestrate cross-channel touchpoints (email, SMS, push, in-product prompts) that drive learners to do things like:
Schedule and attend tutoring sessions.
Review their AI-generated past session summaries.
Complete personalized practice problems.
Preview and edit next-session AI lesson plans.
Enroll in group courses or other new features.
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.
