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 levelFrom the CEO to day-one hires, everyone builds and ships with generative AI. If you’re not wielding AI, you’re not done.Entrepreneurial velocityMove 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 contributionPay rises with impact, not years. Outstanding results earn outsized rewards. We evaluate both what you achieve and howyou achieve it: living our leadership principles and using AI effectively are formally measured and rewarded.Relentless explorationPush the frontier of generative AI in live learning and - because only the paranoid survive - questioning every legacy assumption along the way.Is ApoliticalYou 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 atnerdy.com. Nerdy’s shareholder letters below explain our latest products and strategy:Nerdy-4Q2025-Shareholder-Letter.pdf" rel="nofollow ugc noopener noreferrer" target="_blank">Q4-2025 Shareholder LetterNerdy-3Q2025-Shareholder-Letter-1.pdf" rel="nofollow ugc noopener noreferrer" target="_blank">Q3-2025 Shareholder LetterNerdy-2Q2025-Shareholder-Letter.pdf" rel="nofollow ugc noopener noreferrer" target="_blank">Q2-2025 Shareholder LetterResponsibilities:Define and execute enterprise security strategyPartner closely with leaders to cover compliance, automation, and security best practices across the organizationLead business continuity and disaster recovery planningIdentify and address security gaps created by the rapid adoption of new tools and platformsOversee threat detection, incident response, and vulnerability managementEnsure regulatory, privacy, and data protection complianceUse AI-powered tools (e.g., Cursor, Claude Code, or equivalent) to implement security guardrails, automate checks, and accelerate security workflowsMentor other engineers and collaborate with peers to strengthen the team's collective knowledgeDesign secure, scalable, and resilient architectureEmbed security controls across Engineering, Product, Legal, and People teamsManage vendors, security tools, and IT systemsReport security posture and risk metrics to executivesQualifications:7+ years in Security Engineering, IT, or Infrastructure leadershipExperience leading enterprise security in AWS-first environmentsHands-on experience with AWS security (IAM, security groups, logging, monitoring)Strong knowledge of cybersecurity frameworks, risk, and complianceExperience leading threat detection, vulnerability management, and incident responseDemonstrated ability to influence, driving security adoption across engineering and product teamsExpertise in cloud infrastructure, IAM, endpoint and network securityExplicit mentoring of senior-level engineers regularlyAbility to align security strategy with business goalsStrong executive communication and stakeholder management skillsExperience using AI tools for security purposes with tools like Cursor, GitHub Copilot, Claude, or similarBachelor’s in CS, Information Security, or related field (advanced degree/certs preferredNice to have: Familiarity with NIST 800-171 and/or CMMC Level 2 compliance frameworksUnleash Your Potential at Nerdy:At Nerdy, you'll earn your success through meritocracy and exceptional outcomes. Our benefits reward performance and initiative:Competitive USD Compensation: Enjoy a market-leading rate paid in U.S. dollars.100% Remote (Home Country Only): Work from anywhere in your home country—no relocation required, no borders crossed