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Crossing Hurdles

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

Remote

United states

$ 57 /hour

Freelance

10-03-2026

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Skills

Penetration Testing Risk Analysis

Job Specifications

Position: AI Red-Teamer — Adversarial AI Testing (Advanced); English & Hebrew

Type: Hourly contract

Compensation: $57.74/hour

Location: Remote

Commitment: 10–40 hours/week

Role 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.

Requirements

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.

Preferred Experience

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.

Application Process (Takes 20 Min)

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Interview (15 min)
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About the Company

At Crossing Hurdles, we specialise in customised recruitment and staffing solutions designed to drive success for businesses and professionals. Our focus is on connecting organisations with top-tier talent by sourcing, screening, and presenting only the top 1% of candidates across a wide range of industries. We work closely with clients to understand their unique needs, ensuring that we find candidates who not only fit the role but also align with their organizational culture. Over the past few quarters, we've successfully p... Know more