Principal Product Manager, A.I. for Tutors
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
Nerdy (NYSE: NRDY), the parent company of Varsity Tutors, is a leading platform for live online learning, with a mission to transform the way people learn through technology. The Company’s purpose-built proprietary platform leverages technology, including AI, to connect learners of all ages to experts, delivering superior value on both sides of the network. Nerdy’s comprehensive learning destination provides learning experiences across 3,000+ subjects and multiple formats—including one-on-one instruction, small group classes, large format group classes, and adaptive self-study. Nerdy’s flagship business, Varsity Tutors, is one of the nation’s largest platforms for live online tutoring and classes. Its solutions are available directly to students and consumers, as well as through schools and other institutions.Nerdy is a publicly traded company on the New York Stock Exchange. Learn more about Nerdy at https://www.nerdy.com/.
Nerdy’s shareholder letters below explain the product and strategy and are the most effective way to learn about what the company is building.
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 senior leaders.
Startup prowess & agility: thrive in ambiguity and high-velocity environments—embrace “fail fast, learn fast,” pivot quickly, and keep teams aligned on outcomes.
Passion for education innovation with a history of staying on top of cutting-edge AI research and tooling.
Responsibilities
Own the Tutor Copilot roadmap: define strategy and drive delivery of an omnipresent, context-aware AI assistant that proactively supports tutors during live sessions.
Design and prioritize AI features by partner with design, engineering, ML engineering and data science.
Lead rigorous experimentation by establishing A/B testing frameworks for proactive features, measure impact on session quality and tutor satisfaction, and iterate rapidly.
Scale personalization by leveraging AI/ML to tailor interventions based on individual tutor-student history, making every suggestion highly relevant and actionable.
Evangelize and train by creating demos, best-practice guides, and training materials to drive adoption of proactive Copilot features among tutors and internal stakeholders.
Monitor emerging AI by continuously scouting and evaluating new technologies (e.g., speech analytics, computer vision for whiteboard content) to keep our products best-in-class.
Advocate for outcomes by presenting roadmap progress and learnings to senior leadership, ensuring alignment on priorities that drive session quality, tutor engagement, and business growth.
Leadership & Culture Expectations
You will embody and promote Nerdy’s leadership principles:
Goes Deep: Personally engage with metrics, audits, and data to uncover the drivers behind tutor satisfaction and performance.
Delivers Results: Own outcomes from strategy to execution; make meaningful progress quickly—even in uncharted territory.
Bias for Action: Launch MVPs, learn fast, and adjust; progress beats perfection.
Builds Teams: Inspire collaboration across functions, mentor others, and create space for diverse voices to contribute.
Builds Trust & Communicates Openly: Share clearly, listen actively, and foster alignment through transparency.
Thinks Big & Innovates: Set ambitious goals, challenge assumptions, and integrate emerging technology to shape the future.
Is Apolitical: Focus energy on the mission and the tutors we serve—not internal noise.
You can learn more about all of our Leadership Principles and culture here.
Unlock Your Full Potential at Nerdy:
At Nerdy, we’re not just transforming education—we’re transforming your life. Our benefits package is built with a forward-thinking, “focus on you” mindset, so you can be your healthiest, happiest, and yes, most super-human self. Here’s a snapshot of what we offer:
Competitive Compensation: Enjoy a competitive salary paired with equity (RSUs) so you can be an owner in our success.
Comprehensive Healthcare: Choose from top-tier medical, dental, vision, and life insurance plans designed to keep you and your family covered.
Retirement Made Simple: Benefit from our 401(k) plan with an immediate company match—no vesting delays!
Family First: Generous maternity, paternity, and adoption leave ensure you have the support you need at life’s big moments.
Flexible Time Off: Our flexible PTO lets you recharge on your own terms and when you need it the most.
Continuous Learning: Get a free, all-inclusive learning membership for you and your household—including 1-on-1 tutoring hours, unlimited on-demand classes, and access to our full suite of learning products and services.
Supercharge with AI: Gain exclusive access to cutting-edge AI tools that boost your productivity, making you feel almost super-human (cape not included).
