AI Engineer (Remote) - Now Hiring

Outlier AI
Chicago, US
Remote

Job Description

About the Project

Outlier helps the world’s most innovative companies improve their AI agents by providing human feedback. Do you want to shape the future of autonomous agents like OpenClaw?

We collaborate with leading AI organizations to train Large Language Models (LLMs) to function as proactive, multi-step agents. Our projects focus on teaching these systems how to design, coordinate, and optimize complex, real-world architectural workflows.

Whether you are a passionate orchestration guru or experienced software developer — we want you to help us train the world's most advanced generative systems.

Ideal Qualifications

  • 2+ years of experience in backend engineering, AI automation, or complex systems integration.
  • Proven ability to build and maintain production-grade software with modular separation (e.g., distinct services for data parsing, logic processing, and reporting).
  • Strong command of at least two major languages (e.g., Python, JavaScript, Go, or Java) and experience working with SQL databases.
  • Practical experience building for live, non-mocked environments and handling multi-turn system interactions.
  • Outstanding attention to detail and the ability to provide clear, high-density technical feedback on complex system behaviors.

Nice to have

  • Expertise building multi-stage coordination tasks where data acquisition leads to reasoned output.
  • Hands-on experience integrating agents with live tools such as Supabase, Gmail, and various APIs to solve real-world problems.
  • High level of comfort implementing persistent state and session discovery using MEMORY.md to track agent progress.
  • Experience identifying subtle failures like privacy leaks, authority escalation, or indirect prompt injections.

About the Project

Outlier helps the world’s most innovative companies improve their AI agents by providing human feedback. Do you want to shape the future of autonomous agents like OpenClaw?

We collaborate with leading AI organizations to train Large Language Models (LLMs) to function as proactive, multi-step agents. Our projects focus on teaching these systems how to design, coordinate, and optimize complex, real-world architectural workflows.

Whether you are a passionate orchestration guru or experienced software developer — we want you to help us train the world's most advanced generative systems.

Ideal Qualifications

  • 2+ years of experience in backend engineering, AI automation, or complex systems integration.
  • Proven ability to build and maintain production-grade software with modular separation (e.g., distinct services for data parsing, logic processing, and reporting).
  • Strong command of at least two major languages (e.g., Python, JavaScript, Go, or Java) and experience working with SQL databases.
  • Practical experience building for live, non-mocked environments and handling multi-turn system interactions.
  • Outstanding attention to detail and the ability to provide clear, high-density technical feedback on complex system behaviors.

Nice to have

  • Expertise building multi-stage coordination tasks where data acquisition leads to reasoned output.
  • Hands-on experience integrating agents with live tools such as Supabase, Gmail, and various APIs to solve real-world problems.
  • High level of comfort implementing persistent state and session discovery using MEMORY.md to track agent progress.
  • Experience identifying subtle failures like privacy leaks, authority escalation, or indirect prompt injections.

Skills & Requirements

Technical Skills

Backend engineeringAi automationComplex systems integrationPythonJavascriptGoJavaSql databasesData parsingLogic processingReportingMulti-turn system interactionsMulti-stage coordination tasksPersistent state and session discoveryPrivacy leaksAuthority escalationIndirect prompt injectionsAttention to detailTechnical feedbackAiLlmsAutonomous agentsOpenclaw

Level

mid

Posted

5/9/2026

Apply Now

You will be redirected to Outlier AI's application portal.

Sign in and we'll score your resume against this role.

Find Similar Jobs

Browse roles in the same category, level, and remote setup.

Sign in to open the target role workbench.