Jobs and Careers

Principal Product Manager, A.I. for Tutors

United StatesRemotefull_timeVerifiedPosted 4 Jun 2025

About the role

Overview:

Our vision of Live + AI powers everything we do at Nerdy. As the Principal Product Manager, AI for Tutors, you will own the Tutor Copilot —the omnipresent, context-aware AI layer that proactively supercharges every one-to-one session delivered by the tutor. You’ll define and execute the roadmap for a powerful AI-based tutor assistant that isn’t just chat-enabled, but is omnipresent, is context aware and working side-by-side with the tutor helping them deliver effective sessions real time. Your mission is to ensure top-notch learning outcomes for our customers at scale, while preserving the accountability and human connection that only a great tutor can provide. You’ll move at startup pace, embracing ambiguity, running rapid experiments, and failing forward to deliver high-velocity AI innovations that delight tutors, boost session quality, and accelerate customer retention.

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:

Prior experience leading AI/ML–powered products (chatbots, recommendation engines, real-time analytics) with measurable impact. Ability to collaborate with ML engineers and data scientists on model trade-offs, data pipelines, and inference architecture.
Entrepreneurial sense with a proven track record of delivering results by driving cross-functional teams from hypothesis through rapid prototyping to scale.
Strong analytical skills and a data-driven mindset: defining metrics, running A/B tests, and using both quantitative and qualitative insights to drive decisions.
High empathy and a customer-centric approach; passionate about understanding and advocating for customers’ needs.
Comfort with ambiguity and a bias for action; embrace a “fail forward” approach and iterate rapidly.
Excellent communicator: skilled at distilling complex AI concepts for non-technical stakeholders, creating training materials, and presenting roadmaps and results to senio