Crossing Hurdles · 23 hours ago
Penetration Tester | Remote
United States
Contract
Remote
Mid Level
$50/hr - $111/hrCrossing Hurdles is seeking an AI Red-Teamer specializing in adversarial AI testing. The role involves conducting adversarial testing of AI models, generating evaluation data, and communicating risks to stakeholders.
Staffing & Recruiting
Responsibilities
Conduct adversarial testing of AI models, including jailbreaks, prompt injections, misuse cases, and exploit discovery
Generate high-quality human evaluation data by annotating failures, classifying vulnerabilities, and flagging systemic risks
Apply structured red-teaming frameworks, taxonomies, benchmarks, and playbooks to ensure consistent testing
Produce clear, reproducible documentation such as reports, datasets, and adversarial test cases
Support multiple customer projects, ranging from LLM safety testing to socio-technical abuse and misuse analysis
Communicate identified risks and vulnerabilities clearly to technical and non-technical stakeholders
Qualification
Required
Strong experience in AI red-teaming, adversarial testing, cybersecurity, or socio-technical risk analysis
Strong ability to probe systems creatively and systematically to uncover failure modes
Strong experience using structured evaluation frameworks rather than ad-hoc testing
Strong written communication skills with the ability to clearly document risks and findings
Comfort working across sensitive content areas such as bias, misinformation, or harmful behaviors
Ability to work independently in a remote, fast-moving project environment
Company
Crossing Hurdles
At Crossing Hurdles, we specialise in customised recruitment and staffing solutions designed to drive success for businesses and professionals.
Founded in 2022
11-50 employees
Funding
Current Stage
Early StageCompany data provided by crunchbase