[Remote] Offensive Security Engineer - AI Trainer

Note: The job is a remote job and is open to candidates in USA. DataAnnotation is a company focused on advancing AI development through the integration of cybersecurity expertise. They are seeking an Offensive Security Engineer to evaluate AI-generated cybersecurity content and provide feedback to improve AI security models.ResponsibilitiesEvaluate AI-generated cybersecurity content — including threat analysis, vulnerability assessments, and offensive security techniques — for real-world accuracy and validityDesign and solve security-focused technical problems used to train AI systemsWrite clear technical explanations and security-relevant codeProvide feedback that directly shapes the next generation of AI security modelsSkills2+ years of hands-on experience in a cybersecurity role — such as penetration testing, red teaming, incident response, detection engineering, DFIR, malware analysis, threat intelligence, or adjacent fields, including government or military cyber operationsSome coding experience required; comfort navigating and patching a codebase is keyFluency in English (native or bilingual level) with strong writing skillsA bachelor's degree is preferredCybersecurity certifications are a plus (e.g., OSCP, CRTO, GREM, GCFA, CEH, and similar)BenefitsBonus rates available on some projectsYou'll be able to choose which projects you want to work on and whenYou work on your own schedule, on your own computer, from the comfort of your own homeCompany OverviewWelcome to DataAnnotation! We pay smart folks to train AI. It was founded in undefined, and is headquartered in New York, New York, USA, with a workforce of 5001-10000 employees. Its website is https://dataannotation.tech.