Principal, Sales Operational Planning

Overview:

Nerdy is searching for a Principal, Sales and Operations Planning to join our team. The Principal, Sales and Operations Planning will own the strategy, systems, and forecasting engine that powers Nerdy’s customer-facing operations. In this high-leverage individual contributor role, you will build and refine demand forecasts, capacity plans, and scheduling models that improve forecast accuracy and reduce cost per unit through greater speed and efficiency. You will turn ambiguous problems into clear, measurable operating plans; establish a consistent S&OP cadence; and partner closely with Sales, Marketing, Finance, Product, and Market Operations to align on assumptions, KPIs, and resourcing needs. Strong communication skills are essential, as you will regularly synthesize complex analytical insights into clear recommendations for senior leaders.

You will also guide the evolution of tools, processes, and systems that support forecasting and workforce management, including the use of modern AI capabilities to enhance automation, accuracy, and decision quality. Success in this role means building a scalable planning foundation for Nerdy’s Member Services teams, identifying emerging trends early, and driving measurable improvements in performance, efficiency, and operating discipline.

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:

• Bachelor’s degree required; Master’s preferred.
• 8+ years in Sales/Revenue/Market Operations and analytics.
• Proven experience in forecasting models, workforce planning, and routing strategies.
• Expertise in funnel analytics, advanced BI tools, and SQL proficiency.
• Hands-on experience with CRM and engagement tools like Salesforce/HubSpot.
• Proven track record designing and managing sales compensation programs.
• Strong change management skills in fast-paced environments.
• Excellent communicator with executive storytelling skills.
• Experience with AI-native productivity and quality tools.
• Alignment with company mission and outcomes-focused culture.

Responsibilities:

• Define multi-quarter sales operations strategy and roadmap.
• Build and maintain operating cadence including reviews and audits.
• Lead workforce planning for inbound/outbound sales teams.
• Own funnel performance metrics and drive experiments to improve conversion.
• Scale processes via automation and AI with compliance guardrails.
• Partner on CRM architecture, integrations, and change management.
• Drive compensation operations with Sales and Finance leadership.
• Establish experimentation frameworks and scale successful initiatives.
• Lead cross-functional initiatives impacting revenue and customer experience.
• Develop, mentor, and scale a high-performing team.
• Deliver executive-level insights and communicate trade-offs and risks.

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.