AI Red Team Engineer
Remote ✓ENTLDR: We're looking for an AI Red Team Engineer to break LLM-powered systems responsibly, automate the repetitive attacks, and turn their findings into clear evidence that powers customer demos, security reviews, and sales conversations. You'll own hands-on adversarial testing end to end: find the failure, prove it, script it, and write it up. About us White Circle https://whitecircle.ai/ is an AI Safety company building the safety, reliability, and optimization layer for AI systems. At the core of our platform are policies – simple natural-language rules that define what an AI model should and shouldn’t do. We automatically test, enforce, and continuously improve these policies at scale. • We’ve raised $11M from top funds, founders, and senior leaders at OpenAI, Anthropic, HuggingFace, Mistral, DeepMind, Datadog, Sentry, and others • We process over one hundred million API calls every month • We fine-tune and train our own LLMs so they run faster and cheaper than any open or proprietary model We’re a small, highly focused team. If you want to work deeply on hard problems, see your work ship to production quickly, and influence how AI safety is actually built – you’re the one we need. You will: • Red-team LLM-powered systems: chatbots, copilots, RAG pipelines, AI agents, tool-calling workflows, and API-based AI products. • Test for jailbreaks, prompt injection, system-prompt and tool leakage, sensitive-data and context leakage, unsafe outputs, policy bypass, tool misuse, excessive agency, resource and token-cost abuse, and business-logic abuse. • Write lightweight Python to automate attacks, run prompt sets, call model APIs, collect and score responses, and generate repeatable reports. • Build and maintain an internal attack library: prompts, scenarios, test cases, regression tests, scoring rubrics, and reusable demo cases. • Turn model failures into clear reports: what happened, why it matters, how to reproduce it, how severe it is, and how to fix it. • Convert successful attacks into regression tests and product requirements. • Track new red-team and safety techniques and fold the useful ones into our tests. • Support GTM by producing strong, credible evidence for customer demos, security reviews, and sales conversations. You'll fit right in if you: • Genuinely love breaking things and reasoning adversarially. • Have a background in QA automation, AppSec, API/security/pen testing, or bug bounty. • Have strong Python scripting skills. • Have experience testing APIs, web apps, backends, or SaaS products. • Are hands-on with LLMs, prompts, system instructions, RAG, agents, and tool/function calling. • Understand LLM-specific abuse vectors (prompt injection, jailbreaks, data leakage, tool misuse, excessive agency, token-cost exhaustion). • Can find bypasses, abuse edge cases, chain failures, and reason about real-world impact. • Can separate real customer risk from low-impact prompt tricks. • Write clear, reproducible bug reports in clear English. • Can move fast without perfect requirements. • Hold a firm ethical line: you red-team to make systems safer, operate within scope and the law, and don't produce or traffic in genuinely harmful material. A BIG PLUS: • Experience with Burp Suite, Postman, Playwright, pytest. • Experience with modern LLM red-teaming automated agents and pipelines. • Familiarity with LangChain, LangGraph, LlamaIndex, RAG pipelines, AI agents, tool/function calling, and LLM-as-judge evaluation. • Familiarity with OWASP LLM Top 10, OWASP Web Top 10, MITRE ATLAS, or other AI security taxonomies. • Experience testing RAG systems, AI agents, tool-calling workflows, browser agents, or internal copilots. • Experience writing customer-facing security reports. • Experience with trust & safety, abuse prevention, fraud, moderation, or platform security. • Experience building eval pipelines, regression suites, dashboards, or CI-friendly security tests. • A track record in CTFs, red-team competitions, or responsible-disclosure / bounty programs. Why White Circle • Paid time off in line with your local regulations, no matter where you work from • Meaningful equity package • All the hardware, tools, and services you need • Covered subscriptions for AI agents • Team off-sites twice a year: we've recently been to the Alps and to Saint-Tropez How we hire 1. Intro call with HR (25 min) 2. Take-home test task 3. Technical interview (60 min) 4. Final call with CEO (45 min) Please submit your application in English
