Lead Security Engineer (AI-Native)

Overview:

The Lead Security Engineer drives Nerdy’s enterprise security and infrastructure strategy to ensure scalable, secure, and reliable systems in a AWS first environment. This role combines strategic leadership and hands-on operational oversight to protect company assets, ensure compliance, and support high-growth business objectives.

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:

• Q4-2025 Shareholder Letter
• Q3-2025 Shareholder Letter
• Q2-2025 Shareholder Letter

Responsibilities:

• Define and execute enterprise security strategy
• Partner closely with leaders to cover compliance, automation, and security best practices across the organization
• Lead business continuity and disaster recovery planning
• Identify and address security gaps created by the rapid adoption of new tools and platforms
• Oversee threat detection, incident response, and vulnerability management
• Ensure regulatory, privacy, and data protection compliance
• Use AI-powered tools (e.g., Cursor, Claude Code, or equivalent) to implement security guardrails, automate checks, and accelerate security workflows
• Mentor other engineers and collaborate with peers to strengthen the team's collective knowledge
• Design secure, scalable, and resilient architecture
• Embed security controls across Engineering, Product, Legal, and People teams
• Manage vendors, security tools, and IT systems
• Report security posture and risk metrics to executives

Qualifications:

• 7+ years in Security Engineering, IT, or Infrastructure leadership
• Experience leading enterprise security in AWS-first environments
• Hands-on experience with AWS security (IAM, security groups, logging, monitoring)
• Strong knowledge of cybersecurity frameworks, risk, and compliance
• Experience leading threat detection, vulnerabilit