AI Red-Teamer
@ Crossing Hurdles

Hybrid
$230,880
Hybrid
Contractor
Posted 11 hours ago

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XXXXXXXX XXXXXXXXXXX XXXXXXX***** @crossinghurdles.com
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Job Details

Overview

The AI Red-Teamer role at Crossing Hurdles involves red-teaming AI models, crafting exploits, and testing vulnerabilities. The position is remote with flexible scheduling and can be full-time or part-time.

Key Responsibilities

  • Red-team AI models and agents by designing jailbreaks, prompt injections, misuse cases, and exploit scenarios.
  • Generate high-quality human data by annotating AI failures, classifying vulnerabilities, and flagging systemic risks.
  • Apply structured approaches using taxonomies, benchmarks, and playbooks to ensure consistent testing.
  • Document findings comprehensively to produce reproducible reports, datasets, and attack cases.
  • Support multiple projects including LLM jailbreaks and socio-technical abuse testing across various customers.

Required Qualifications

  • Prior red-teaming experience in AI adversarial work, cybersecurity, or socio-technical probing or a strong AI background for rapid learning.
  • Expertise in adversarial machine learning, including jailbreak datasets, prompt injection, RLHF/DPO attacks, and model extraction.
  • Cybersecurity skills such as penetration testing, exploit development, and reverse engineering.
  • Experience with socio-technical risk areas like harassment, disinformation, or abuse analysis.
  • Creative probing using psychology, acting, or writing to develop unconventional adversarial methods.

Application Process

The application takes approximately 20 minutes including resume upload, a 15-minute AI interview based on your resume, and submission of a form.

Key skills/competency

adversarial testing, red teaming, AI security, cybersecurity, jailbreak, prompt injection, RLHF, penetration testing, reverse engineering, socio-technical risk

How to Get Hired at Crossing Hurdles

🎯 Tips for Getting Hired

  • Customize your resume: Highlight adversarial work and cybersecurity skills.
  • Prepare projects: Showcase red-teaming and exploit development experience.
  • Research Crossing Hurdles: Understand their partners and work culture.
  • Practice technical interviews: Review adversarial ML and penetration testing concepts.

📝 Interview Preparation Advice

Technical Preparation

Study adversarial ML techniques.
Practice penetration testing labs.
Review jailbreak dataset methodologies.
Learn basic reverse engineering skills.

Behavioral Questions

Discuss past red-teaming projects.
Explain your problem-solving approach.
Share creative methods used in testing.
Highlight team collaboration experiences.

Frequently Asked Questions