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Principal Product Manager (AI-Native)

Nerdy
Remote - US, United StatesRemotefull_timeVerifiedPosted 20 Feb 2026

About the role

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:

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) - becom

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Nerdy

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