Director of Engineering (AI-Native)

Overview:

Nerdy is looking for an innovative and AI-native Director of Software Engineering to lead our engineering team. As the Director of Software Engineering, you will play a pivotal role in driving forward our mission of helping people learn by leading a dynamic team of software engineers who support our institutional business. You will be responsible for overseeing the development and delivery of cutting-edge educational technology solutions that enable schools and districts to provide high-quality, personalized learning experiences for students.

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:

  • Bachelor's or Master's degree in Computer Science, Software Engineering, or a related field.

  • Proven experience (8+ years) in software engineering leadership roles.

  • Strong background in educational technology or related industries.

  • Exceptional technical expertise in software development and architecture.

  • Experience with Agile/Scrum methodologies and modern development tools.

  • Strong communication and leadership skills.

  • Proven ability to manage teams and projects effectively.

  • Visionary thinking with a focus on innovation.

  • Experienced with AI-native tools that enhance productivity and speed (Cursor, Make.com, Supabase, Netlify, Claude Code, n8n, Firecrawl, ChatGPT, Grok, Bolt, Vercel, etc).

Responsibilities:

  • Provide strategic technical leadership, guiding the software engineering team in the design, development, and delivery of innovative learning technology solutions.

  • Build, mentor, and manage a high-performing team of software engineers, ensuring they have the tools, resources, and support needed to excel.

  • Collaborate closely with cross-functional teams, including product management, design, and quality assurance, to drive the development and enhancement of our educational technology products.

  • Develop and execute a technology roadmap that aligns with the company's vision, staying current with industry trends and emerging technologies.

  • Establish and maintain high standards of software quality, overseeing testing and quality assurance processes to ensure the reliability and scalability of our products.

  • Manage project timelines, budgets, and resources effectively, ensuring projects are delivered on schedule and within budget.

  • Foster strong relationships with key stakeholders,both internally and externally, to understand their needs and continuously improve our solutions.

  • Drive a culture of innovation within the engineering team, encouraging the exploration of new technologies and methodologies to enhance our products.

Unleash Your Full Potential at Nerdy:

Join our global network - work remotely, earn top-tier U.S. dollar rates, and build the future of learning alongside a high-performing, AI-first team:

  • Competitive Opportunity: Market-leading compensation, with performance-driven growth opportunities, where results drive rewards.

  • 100% Remote: Work from anywhere in your home country.

  • Flexible Time Away: Coordinate with your team for planned time off, keeping our global platform running seamlessly.

  • Continuous Learning: All-access learning membership for you and your household - 1:1 tutoring, unlimited on-demand classes, and full suite access.

  • Supercharge with AI: Leverage cutting-edge AI tools to move faster, iterate smarter, and build with intention.

  • Global Impact, Global Community: Collaborate with a wide network of international contractors and help build a platform that is transforming how millions of people around the world learn.

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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