Want to get hired at Crossing Hurdles?

AI Red-Teamer

Crossing Hurdles

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Original Job Summary

About AI Red-Teamer at Crossing Hurdles

Crossing Hurdles, a recruitment firm, refers top candidates to partners working with the world’s leading AI research labs to help build and train cutting-edge AI models. The position for AI Red-Teamer — Adversarial AI Testing (Advanced) is available on an hourly contract basis with flexible scheduling (full-time or part-time).

Key Responsibilities

  • Red-team AI models and agents by crafting jailbreaks and exploit scenarios.
  • Generate high-quality human data by annotating AI failures and classifying vulnerabilities.
  • Apply structured approaches using taxonomies, benchmarks, and playbooks.
  • Document findings comprehensively for reproducible reports and datasets.
  • Support multiple projects including LLM jailbreaks and socio-technical abuse testing.

Required Qualifications

  • Prior red-teaming experience in AI adversarial work, cybersecurity, or socio-technical probing OR a strong AI background.
  • Expertise in adversarial machine learning including jailbreak datasets, prompt injection, RLHF/DPO attacks and 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 using psychology, acting, or writing to innovate adversarial methods.

Application Process

(20 min process)

  • Upload resume.
  • AI interview based on your resume (15 min).
  • Submit the provided form.

Key skills/competency

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

How to Get Hired at Crossing Hurdles

🎯 Tips for Getting Hired

  • Customize Resume: Tailor your resume for AI testing expertise.
  • Highlight Experience: Emphasize red-teaming and cybersecurity skills.
  • Research Role: Understand adversarial techniques and methodologies.
  • Practice Interviews: Prepare for technical and behavioral questions.

📝 Interview Preparation Advice

Technical Preparation

Review adversarial machine learning techniques.
Study prompt injection and RLHF/DPO attacks.
Practice exploit development and reverse engineering exercises.
Familiarize with benchmarking and playbook methods.

Behavioral Questions

Explain a challenging red-teaming experience.
Describe handling ambiguous project guidelines.
Discuss creative approaches in problem solving.
Share collaboration examples under pressure.