Note: The job is a remote job and is open to candidates in USA. Crossing Hurdles is seeking an AI Red Team Analyst fluent in English and Hebrew to conduct adversarial AI testing. The role involves red teaming conversational AI models, generating high-quality human red team data, and producing clear documentation of vulnerabilities and risks.
Responsibilities
• Red team conversational AI models and agents, including jailbreaks, prompt injections, misuse cases, bias exploitation, and multi-turn manipulation
• Generate high-quality human red team data by annotating failures, classifying vulnerabilities, and flagging systemic risks
• Apply structured taxonomies, benchmarks, and red-teaming playbooks to ensure consistent and reproducible evaluations
• Produce clear documentation, including reports, datasets, and attack cases that customers can act upon
• Identify vulnerabilities that automated testing systems fail to detect
• Work asynchronously while maintaining high standards of clarity, structure, and accuracy
Skills
• Fluent in English and Hebrew (required)
• Prior experience in red teaming, adversarial AI testing, cybersecurity, or socio-technical risk analysis
• Strong adversarial mindset with the ability to systematically push AI systems to failure points
• Ability to clearly communicate risks to both technical and non-technical stakeholders
• Comfortable working independently in a fully remote, contract-based environment
• Willingness to review sensitive AI outputs, with clear guidelines and wellness support provided
• Adversarial ML techniques such as jailbreak datasets, prompt injection, RLHF/DPO attacks, or model extraction
• Cybersecurity experience including penetration testing, exploit development, or reverse engineering
• Socio-technical risk analysis such as harassment, misinformation, or abuse probing
• Creative adversarial thinking through psychology, writing, acting, or scenario design
Company Overview
• At Crossing Hurdles, we specialise in customised recruitment and staffing solutions designed to drive success for businesses and professionals. It was founded in 2022, and is headquartered in , with a workforce of 11-50 employees. Its website is https://www.crossinghurdles.com/.