AI Red-Teamer - Adversarial AI Testing
@ Crossing Hurdles

Hybrid
$120,000
Hybrid
Contractor
Posted 1 day ago

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XXXXXXXXXX XXXXXXXXXXXXX XXXXXXXXXX******* @crossinghurdles.com
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Job Details

About the Role

The AI Red-Teamer - Adversarial AI Testing role involves red-teaming AI models and agents by crafting jailbreaks, prompt injections, misuse cases, and exploit scenarios. This position supports multiple projects including LLM jailbreaks and socio-technical abuse testing across various customers.

Key Responsibilities

  • Red-team AI models using creative adversarial techniques.
  • Generate high-quality human data by annotating AI failures.
  • Apply structured approaches with taxonomies, benchmarks, and playbooks.
  • Document findings to produce reproducible reports and datasets.
  • Support multiple projects including LLM jailbreaks and socio-technical abuse testing.

Qualifications

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

Application Process

The process takes approximately 35 minutes, including resume upload, a 15-minute AI interview, and form submission.

Key skills/competency

  • Red-teaming
  • Adversarial AI
  • Cybersecurity
  • Jailbreaks
  • Prompt Injection
  • AI Annotation
  • Penetration Testing
  • Exploit Development
  • Reverse Engineering
  • Socio-technical Analysis

How to Get Hired at Crossing Hurdles

🎯 Tips for Getting Hired

  • Customize your resume: Tailor it with relevant adversarial AI keywords.
  • Highlight red-teaming experience: Emphasize successful AI adversarial tests.
  • Research Crossing Hurdles: Understand their recruitment tactics and partners.
  • Prepare examples: Showcase creative problem solving in cybersecurity.

📝 Interview Preparation Advice

Technical Preparation

Study adversarial machine learning techniques.
Review cybersecurity penetration testing methods.
Practice model extraction and prompt injection.
Familiarize with AI red-teaming playbooks.

Behavioral Questions

Describe a challenging red-teaming scenario.
Explain your creative probing approach.
How do you handle ambiguous instructions?
Detail your teamwork during crisis tests.

Frequently Asked Questions