Principal Product Manager (AI-Native)

Nerdy is looking for an AI-native Principal Product Manager leading vision, strategy, and execution for a critical AI-powered product domain at Nerdy. Owns end-to-end outcomes from discovery to scale, driving measurable learner impact and business growth in a fast-moving, AI-native environment. Operates with founder-level ownership, analytical rigor, and cross-functional leadership.

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:

• Q3-2025 Shareholder Letter

• Q2-2025 Shareholder Letter

• Q1-2025 Shareholder Letter

Qualifications:

• 8+ years leading consumer software products at scale.

• Strong analytics: metrics, experimentation, data-driven decisions.

• Proven funnel optimization for adoption, conversion, retention.

• Exec-level communicator in fast, ambiguous settings.

• Expert at decomposing problems and making trade-offs.

• Experience mentoring PMs (plus).

• Hands-on with AI-native tools and workflows.

Responsibilities:

• Define product vision, strategy, and multi-quarter roadmap.

• Translate goals into clear problems, hypotheses, and bets.

• Lead cross-functional teams from discovery to launch.

• Own metrics, dashboards, and weekly business performance.

• Run experiments (A/B, holdouts) to drive growth.

• Evaluate buy/build/partner and lead integrations.

• Deliver high-conversion, learning-focused UX with Design.

• Conduct market and competitive analysis.

• Mentor PMs and elevate product practices.

• Advance AI capabilities (LLM/RAG, personalization, copilots) with robust evaluation.

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.