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Commission Remote Prompt Engineering Jobs in Chicago, IL

micro1 AI

AI Data Trainer - MS Suite - Remote

Chicago, IL · Remote

$35 - $50/hr

Remote micro1 is engaging Business Document Experts (Excel, PowerPoint, Word) to participate in a ... Familiarity with conversational interactions or prompt engineering with language models is a plus ...

Morningstar

Senior Software Engineer

Chicago, IL · On-site +1

$153K/yr

Remote work requests will be considered consistent with company's remote work policy. Job ... Prompt Engineering: Chain-ofthought prompting, prompt caching, zero-shot prompting. Agentic ...

Cayuse Holdings

AI Engineer

Chicago, IL · On-site +1

$58 - $60/hr

Hybrid - Chicago, IL (4 days onsite/1 day remote) Job Type: Independent Contract (Contractor / Non ... Strong understanding of prompt engineering and AI application design. * Experience designing ...

Cayuse Holdings

AI Engineer

Chicago, IL · On-site +1

$58 - $60/hr

Hybrid - Chicago, IL (4 days onsite/1 day remote) Job Type: Independent Contract (Contractor / Non ... Strong understanding of prompt engineering and AI application design. * Experience designing ...

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Commission Remote Prompt Engineering information

See Chicago, IL salary details

$15

$54

$88

How much do commission remote prompt engineering jobs pay per hour?

As of Jul 17, 2026, the average hourly pay for commission remote prompt engineering in Chicago, IL is $54.10, according to ZipRecruiter salary data. Most workers in this role earn between $47.55 and $65.38 per hour, depending on experience, location, and employer.
What are the most commonly searched types of Remote Prompt Engineering jobs in Chicago, IL? The most popular types of Remote Prompt Engineering jobs in Chicago, IL are:
Commission Remote Prompt Engineering jobs near you
Trust & Safety Engineer (GenAI) - Remote

Trust & Safety Engineer (GenAI) - Remote

micro1 AI

Chicago, IL • Remote

$50 - $90/hr

Part-time

This job post has expired 2 days ago. Applications are no longer accepted.

Job description

Role Title: AI Jailbreak & Prompt-Injection Security Expert


Role Type: Contractor


Location: Remote


micro1 is engaging AI Jailbreak & Prompt-Injection Security Experts to contribute to a cutting-edge customer initiative focused on AI safety and robustness. In this role, you'll apply your expertise to help train next-generation AI systems. Your work will shape how models learn, reason, and perform through high-quality, real-world input. No prior experience in AI is required — your domain knowledge is what matters.


Scope of Work

  1. Design and implement advanced methodologies for evaluating AI system safety, focusing on ethical jailbreaks, LLM red teaming, prompt injection, and tool-use abuse scenarios.
  2. Create comprehensive cross-domain elicitation strategies to uncover multi-turn and complex adversarial bypass patterns in AI models.
  3. Develop, maintain, and update regression test suites that systematically test for jailbreak susceptibility and prompt-injection vulnerabilities.
  4. Construct robust evaluation frameworks that stress-test AI models against real-world adversarial threats, aiming to enhance overall system robustness.
  5. Collaborate with technical stakeholders to translate security findings into actionable improvements for model safety and risk mitigation.
  6. Document methodologies, findings, and best practices in clear, well-structured written reports and presentations for both technical and non-technical audiences.


Preferred Qualifications

  1. 2+ years of expertise in adversarial machine learning, LLM red teaming, AI safety evaluation, or a closely related security domain
  2. Proven experience researching, testing, or uncovering vulnerabilities related to ethical jailbreaks, prompt injection, tool-use abuse, or adversarial AI attacks.
  3. Advanced degree (PhD, MS) in computer science, cybersecurity, machine learning, or a relevant discipline, or equivalent operational/professional background.
  4. High credibility and recognition within the AI security or adversarial ML community—such as published research, open-source tools, or conference presentations.
  5. Exceptional written and verbal communication skills, with a strong focus on clear documentation and collaborative problem-solving.
  6. Prior participation in multi-disciplinary projects or cross-functional AI safety initiatives is a plus.
  7. Familiarity with current LLM architectures, prompt engineering techniques, and security assessment tools is highly desirable.

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