Executive Assistant
Overview:
We’re looking for a proactive, highly organized Executive Assistant to partner directly with our Chief Technology Officer (CTO) and provide broad administrative support to his leadership team — five Vice Presidents across Engineering, Product, and Design, as well as our VP of Institutional Sales. This is a high-impact role supporting one of Nerdy’s most innovative, fast-moving, and dynamic executive teams.
Our CTO’s style is entrepreneurial, people-centric, and fast-paced. His leadership team brings a diverse range of working styles, from direct and structured to relational and collaborative, high-velocity execution to visionary and creative thinking. You’ll need to navigate shifting priorities, tailor your support style across leaders, and create a sense of order in a fast-moving, constantly evolving environment.
This role is ideal for someone who thrives in high-growth settings, enjoys building trusted relationships across functions, and brings a calm, resourceful approach to executive support. The right candidate will anticipate needs, communicate with confidence, and bring a high level of discretion and professionalism to every interaction.
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:
We’re looking for an Executive Assistant who thrives in a dynamic, fast-paced environment, is highly organized, and can balance multiple competing priorities. The ideal candidate will possess strong communication skills and a proactive mindset that enables them to think ahead and solve problems effectively.
5+ years executive assistant experience supporting C-level executives, specifically CTO/CPO.
Experience in fast-paced startup environment, preferably founder-led.
Proven ability to support multiple senior leaders simultaneously.
Experience with AI tools for workflow optimization and task automation.
Strong written/verbal communication skills.
Exceptional organizational abilities and attention to detail.
Ability to work independently and prioritize competing demands.
Experience managing teams of 100+ employees (indirect support).
Preferred Qualifications
Project management experience.
Familiarity with engineering/product/UX development workflows.
Responsibilities:
Provide proactive, high-quality administrative support to the CTO, including calendar management, travel coordination, meeting preparation, and day-to-day prioritization.
Serve as a point of coordination and support for the CTO’s leadership team (VPs across Engineering, Product, and Design), adjusting your approach based on each leader’s unique working style.
Offer support to the VP of Institutional Sales, including scheduling, coordination, and logistics.
Manage confidential and sensitive information with discretion, sound judgment, and professionalism.
Coordinate cross-functional meetings, strategic initiatives, and project timelines to ensure follow-through and execution.
Plan and execute internal events, team offsites, and key department-wide communications in collaboration with People Ops and other EAs.
Prepare materials, agendas, decks, and background research for meetings, presentations, and leadership communications.
Track budgets, process expense reports, and support purchasing and vendor logistics as needed.
Identify and implement opportunities to streamline workflows through automation and AI tools.
Partner closely with the Chief of Staff, HR Business Partner, and broader EA team to ensure alignment and consistency across the organization.
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.
