Join the Future of Security at Netskope Netskope (NASDAQ: NTSK) is a leader in modern security and networking for the cloud and AI era. We secure and accelerate cloud, data, and AI in real time, everywhere. Thousands of customers, including more than 30 of the Fortune 100, trust the Netskope One platform, its Zero Trust Engine, and the powerful NewEdge network to gain full visibility and control without performance trade-offs. At Netskope, our technology is driven by our greatest strength: our people. We believe that belonging powers innovation, and success is both personal and organizational. We embrace differences in gender, ethnicity, beliefs, ability, and identity, creating an environment where every voice is heard and respected. We empower our employees to bring their authentic selves to work, grow their careers through continuous education and mentorship, and lead with transparency and curiosity. Join a team where you belong, where you are encouraged to be an entrepreneur, and where together, we continue to redefine the landscape of security. Visit Careers at Netskope to learn more. Follow us on LinkedIn and Instagram . As a Senior AI Quality & Red Team Engineer at Netskope, you will lead the charge in testing, stress-testing, and breaking our AI agents before they ever reach production. From automating multi-turn prompt injections to tracking fleet-wide drift in CI/CD, you will own the automated harness that ensures our AI systems are secure, resilient, and compliant. If you love the idea of being the person who proves an agent isn't ready yet, welcome home. Skills and competencies: - Build and grow the automated evaluation suite every agent runs against before it's approved for production, designed to run unattended and scale across a growing agent fleet, not something that needs a person babysitting each run. - Design adversarial test scenarios — prompt injection attempts, sycophancy checks where an agent has to correctly push back on a false premise, multi-attempt attacks rather than single-shot ones — and automate them so they run on every relevant change, not just before a big release. - Own the "break it on purpose" pass for every new agent: attempt to extract data it shouldn't expose, get it to act outside its registered tool boundaries, or get it to treat a synthetic test probe as real. As the fleet grows, build this into a repeatable, scriptable process rather than a manual exercise redone from scratch each time. - Partner with the Data Steward on data sensitivity classification for the systems agents touch, so your test scenarios reflect what's actually at stake, not a generic checklist. - Decide, for each agent capability, what "pass" actually means, and build that judgment into automated thresholds wherever possible so evaluation keeps up as the number of agents climbs into the hundreds. - Maintain the guardrail and negative-test catalog (fail-closed vs. fail-graceful behavior) across the platform, and add new cases as new failure modes get discovered in the wild. - Produce clear, audit-ready evidence for every agent's evaluation results, generated automatically as part of the pipeline rather than assembled by hand for each review. - Track drift over time across the whole fleet, not agent by agent, so a slow-moving problem in one corner doesn't go unnoticed just because no one's looking at that specific agent that week. Must-Have: - At least 4 years in software quality, security testing, or a related discipline, with 1–2 years specifically evaluating or red-teaming LLM-based systems — not just running unit tests against traditional code. - Strong Python skills, since the evaluation harness, adversarial test scripts, and automated pipelines will mostly be built in it. Comfortable writing production-quality code, not just glue scripts. - Working knowledge of REST APIs and webhook/event-driven patterns, enough to build test harnesses that call an agent's tools directly and validate its inputs and outputs, not just its final chat response. - Real experience building automated test infrastructure and integrating it into CI/CD, not just manually running test cases — someone who thinks in pipelines and repeatability by default. - Hands-on familiarity with at least one adversarial testing or LLM eval tool (DeepTeam, Garak, PyRIT, Promptfoo, or similar), and an understanding of how these map to standards like the OWASP LLM Top 10 or NIST's AI risk framework. - Practical understanding of prompt injection, jailbreaking, and sycophancy failure modes — able to design new test cases for these, not just run ones someone else wrote. - Comfort making a hard call: willing to block a release when an agent doesn't meet its bar, even under schedule pressure. Strong Advantage: - Enough understanding of data sensitivity and compliance classification to design tests that reflect real risk, even though the Data Steward owns the classification system itself. - Experience in a regulated environment where evaluation results had to hold up to an external audit, not just an internal review. - Familiarity with multi-attempt or persistent-attack testing methodology, rather than only single-shot adversarial prompts. - Some exposure to how agents are actually built (prompting, tool schemas, orchestration) — not required, but it makes it much easier to design tests that target real failure modes instead of generic ones. #LI-CV1 Netskope is committed to implementing equal employment opportunities for all employees and applicants for employment. Netskope does not discriminate in employment opportunities or practices based on religion, race, color, sex, marital or veteran statues, age, national origin, ancestry, physical or mental disability, medical condition, sexual orientation, gender identity/expression, genetic information, pregnancy (including childbirth, lactation and related medical conditions), or any other characteristic protected by the laws or regulations of any jurisdiction in which we operate. Netskope respects your privacy and is committed to protecting the personal information you share with us, please refer to Netskope's Privacy Policy for more details. The application window for this position is expected to close within 50 days. You may apply by filling out the below information, or visiting our Netskope Careers site.