[Remote] AI Security Specialist (English & Hebrew) | $57.74/hr Remote

Note: The job is a remote job and is open to candidates in USA. Crossing Hurdles is seeking an AI Red-Teamer specializing in adversarial AI testing. The role involves red teaming conversational AI models, generating high-quality human red team data, and producing documentation while working asynchronously in a remote environment.

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

• Native-level fluency 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

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/.