AI Jailbreak And Prompt-Injection Security Expert

OpenTrain AI, Inc.; United States; Remote; USD 69,000 - 124,000; Part time

Job summary

OpenTrain AI, Inc. is seeking an AI Jailbreak and Prompt-Injection Security Expert for a part-time contractor role. You will test how AI systems respond to adversarial requests and unsafe instructions, turning security findings into practical recommendations to improve model safety.

You will design methods for testing jailbreaks, create cross-domain strategies, and build regression tests for jailbreak susceptibility, while documenting findings for both technical and non-technical audiences.

Qualifications

• At least two years in adversarial ML or AI safety evaluation.
• Professional fluency in English.
• Experience testing jailbreaks and prompt injection.

Responsibilities

• Design methods for testing jailbreaks and prompt injection.
• Create cross-domain strategies to reveal multi-turn bypass patterns.
• Build regression tests for jailbreak susceptibility.
• Develop evaluation frameworks for adversarial threats.
• Document methods and findings in reports for technical and non-technical audiences.

Skills

Adversarial ML

Red teaming

Security evaluation

Communication skills

Education

Advanced degree in CS/ML

Tools

LLM architectures

Prompt engineering

Security assessments

Job description

AI Jailbreak and Prompt-Injection Security Expert

Evaluate AI systems for jailbreaks, prompt injection, tool-use abuse, and other adversarial threats. This part-time contractor role pays $50 to $90 per hour and is open in many countries.

Remote Hourly · $50–$90/hr

$50–$90/hr

Contract, part-time

• Algeria
• Argentina
• Austria
• Bahrain
• Bangladesh
• Belgium
• Brazil
• Canada
• Chile
• Colombia
• Denmark
• Egypt
• France
• Germany
• Ghana
• Greece
• India
• Indonesia
• Italy
• Japan
• Jordan
• Kazakhstan
• Kenya
• Kuwait
• Kyrgyzstan
• Lebanon
• Malaysia
• Mexico
• Morocco
• Netherlands
• Nigeria
• Oman
• Pakistan
• Palestine
• Peru
• Philippines
• Portugal
• Qatar
• Saudi Arabia
• Singapore
• South Africa
• Spain
• Sri Lanka
• Switzerland
• Taiwan
• Thailand
• Tunisia
• United Arab Emirates
• United States
• Uzbekistan
• Vietnam

The work

As an AI Jailbreak and Prompt-Injection Security Expert, you will test how AI systems respond to adversarial requests and unsafe instructions. You will turn security findings into practical recommendations for improving model safety.

• Design methods for testing jailbreaks, prompt injection, and tool-use abuse.
• Create cross-domain strategies that reveal complex and multi-turn bypass patterns.
• Build and update regression tests for jailbreak susceptibility and prompt-injection vulnerabilities.
• Develop evaluation frameworks that test models against realistic adversarial threats.
• Document methods, findings, and best practices in reports and presentations for technical and non-technical audiences.

What it pays and takes

This is a part-time contractor role. The listing is marked entry level, while the required background includes at least two years of relevant experience.

• Pay: $50 to $90 per hour.
• Location: Open to candidates in Algeria, Argentina, Austria, Bahrain, Bangladesh, Belgium, Brazil, Canada, Chile, Colombia, Denmark, Egypt, France, Germany, Ghana, Greece, India, Indonesia, Italy, Japan, Jordan, Kazakhstan, Kenya, Kuwait, Kyrgyzstan, Lebanon, Malaysia, Mexico, Morocco, the Netherlands, Nigeria, Oman, Pakistan, Palestinian Territories, Peru, the Philippines, Portugal, Qatar, Saudi Arabia, Singapore, South Africa, Spain, Sri Lanka, Switzerland, Taiwan, Thailand, Tunisia, the United Arab Emirates, the United States, Uzbekistan, and Vietnam.
• Language: Professional fluency in English.
• Experience: At least two years in adversarial machine learning, LLM red teaming, AI safety evaluation, or a closely related security field.
• Required knowledge: Experience researching or testing jailbreaks, prompt injection, tool-use abuse, or adversarial AI attacks.
• Useful skills: Knowledge of LLM architectures, prompt engineering, and security assessment practices, plus strong written and verbal communication.
• Helpful background: An advanced degree in computer science, cybersecurity, machine learning, or a related field, or equivalent professional or operational experience.
• Additional evidence: Published research, open-source security tools, conference presentations, or participation in multidisciplinary AI safety initiatives.

About AI training work

AI training is the human work behind systems that learn from examples, including testing model responses and reviewing safety risks. People with specialized security and machine learning experience help identify difficult failures and improve how AI systems behave.

Requirements

• Experience: Entry level