Jobs
Benefits & Perks
•Equity
•401(k)
•Remote Work
•Flexible Hours
•Learning Budget
•Healthcare
•Parental Leave
•Equity
•401k
•Remote Work
•Flexible Hours
•Learning
•Healthcare
•Parental Leave
Required Skills
Product Management
Analytics
A/B Testing
Data Analysis
AI Tools
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:
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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.
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Entrepreneurial velocity Move at founder speed, prototype in hours, and measure in real user outcomes. Slow teams die.
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Free-market rigor Ideas rise or fall on merit and results - no committees, no politics, no cap on upside.
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Full-stack ownership You design, build, and run what you ship; accountability is a feature, not a bug.
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Reward for contribution Pay rises with impact, not years. Outstanding results earn outsized rewards. We evaluate bothwhatyou achieve and*how *you achieve it: living our leadership principles and using AI effectively are formally measured and rewarded.
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Relentless exploration Push the frontier of generative AI in live learning and - because only the paranoid survive - questioning every legacy assumption along the way.
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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:
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Q3-2025 Shareholder Letter
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Q2-2025 Shareholder Letter
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Q1-2025 Shareholder Letter
Qualifications:
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8+ years leading consumer software products at scale.
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Strong analytics: metrics, experimentation, data-driven decisions.
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Proven funnel optimization for adoption, conversion, retention.
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Exec-level communicator in fast, ambiguous settings.
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Expert at decomposing problems and making trade-offs.
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Experience mentoring PMs (plus).
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Hands-on with AI-native tools and workflows.
Responsibilities:
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Define product vision, strategy, and multi-quarter roadmap.
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Translate goals into clear problems, hypotheses, and bets.
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Lead cross-functional teams from discovery to launch.
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Own metrics, dashboards, and weekly business performance.
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Run experiments (A/B, holdouts) to drive growth.
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Evaluate buy/build/partner and lead integrations.
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Deliver high-conversion, learning-focused UX with Design.
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Conduct market and competitive analysis.
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Mentor PMs and elevate product practices.
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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:
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Competitive Compensation & Advancement: Market-leading salary paired with clear promotion pathways and equity (RSUs) - become an owner in our success.
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Retirement Made Simple: 401(k) plan with company match and immediate vesting.
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A Remote-First Culture: We embrace flexibility across time zones and working styles to attract top talent and meet learners where they are.
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Flexible Time Off: Recharge on your terms, ensuring maximum productivity.
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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.
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Supercharge with AI: Leverage cutting-edge AI tools to accelerate your workflow.
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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.
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About Nerdy (Varsity Tutors)

Nerdy (Varsity Tutors)
PublicNerdy operates Varsity Tutors, an online tutoring and test preparation platform that connects students with tutors for personalized learning sessions. The company provides educational services across K-12 and college-level subjects through its digital marketplace.
1,001-5,000
Employees
St. Louis
Headquarters
$1.7B
Valuation
Reviews
3.5
1 reviews
Work Life Balance
3.0
Compensation
3.0
Culture
2.0
Career
2.0
Management
2.0
5%
Recommend to a Friend
Cons
Excessive job posting spam on LinkedIn
Makes legitimate job searching difficult
Poor hiring practices
Salary Ranges
1 data points
Senior/L5
Senior/L5 · DevOps Engineer
1 reports
$150,000
total / year
Base
-
Stock
-
Bonus
-
$150,000
$150,000
Interview Experience
43 interviews
Difficulty
3.2
/ 5
Duration
14-28 weeks
Offer Rate
39%
Experience
Positive 63%
Neutral 23%
Negative 14%
Interview Process
1
Phone Screen
2
Technical Interview
3
Hiring Manager
4
Team Fit
Common Questions
Technical skills
Past experience
Team collaboration
Problem solving
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