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IT Support Troubleshooting AI Training Specialist

Turn advanced IT troubleshooting judgment into high-quality AI training data and support workflows. This remote contractor role offers flexible work for experienced Tier 2 or Tier 3 professionals at a target rate of $30-$55 per hour.

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OpenTrain AI

General Annotation

Remote Hourly · $30–$55/hr

$30–$55/hr

Compensation

230 countries

Eligibility

Entry

Experience

Sep 19, 2026

Posted

Open to applicants in

United States
+ more
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About OpenTrain

OpenTrain is the #1 platform for finding and building careers in AI training and data labeling. OpenTrain AI hires and contracts contributors for projects that help improve how modern AI systems understand, evaluate, and respond to real-world information.

Create a free OpenTrain account to build a profile, show your technical experience, discover relevant projects, and apply in minutes.

  • Remote contractor opportunity
  • Flexible part-time commitment of 10-15 or more hours per week
  • Target compensation range of $30-$55 per hour
  • English-language work available in the countries listed for this role

About AI Training Work

AI training is the human side of building artificial intelligence. Experienced professionals provide examples, evaluate outputs, document decisions, and apply real-world judgment so AI systems can produce more accurate and useful results.

In this role, your IT support expertise can help shape technical training data, troubleshooting guidance, and support workflows. It is a practical way to contribute to cutting-edge AI work while using skills developed in professional support environments.

  • Apply established technical judgment to AI training tasks
  • Improve the clarity and usefulness of troubleshooting examples
  • Work remotely with flexible hours around your existing commitments

The Role

OpenTrain is seeking an IT Support Troubleshooting AI Training Specialist to provide expert technical input for AI training work. You will diagnose hardware, software, operating-system, and networking issues, explain practical resolutions, and help improve technical support workflows and training data quality.

The role is intended for professionals with Tier 2 or Tier 3 experience who can translate real-world troubleshooting judgment into clear documentation and user-friendly explanations. Although the listing metadata identifies the opportunity as entry level, the stated requirements call for at least three years of proven Tier 2 or Tier 3 IT support experience.

  • Subject matter: IT support and network troubleshooting
  • Work type: Part-time contractor
  • Data focus: Technical text evaluation and collection
  • Primary language: English

What You'll Do

You will contribute accurate, practical technical input while working independently. Strong documentation and clear communication are central to the work, because troubleshooting decisions must be understandable, consistent, and useful for future support workflows and training data.

  • Diagnose and resolve common and complex hardware and software issues using established IT support practices.
  • Provide guidance on Windows, macOS, and Linux support.
  • Troubleshoot connectivity and networking concerns involving TCP/IP, VPN, and DNS.
  • Record troubleshooting steps, solutions, and user interactions clearly in ticket management systems.
  • Contribute process insights that improve future support workflows and training data quality.
  • Identify recurring support patterns and recommend practical process improvements.
  • Communicate technical concepts effectively in written and verbal formats while working independently.

Requirements

This opportunity requires strong hands-on troubleshooting judgment and the ability to document technical work precisely. You should be comfortable handling escalated incidents, prioritizing tasks, and explaining complex issues in language users can understand.

  • At least three years of proven Tier 2 or Tier 3 IT support experience.
  • Experience handling escalated IT incidents and advanced troubleshooting.
  • Strong experience diagnosing hardware and software issues across Windows, macOS, and Linux.
  • Working knowledge of TCP/IP, VPN, and DNS troubleshooting.
  • Proficiency with ticket management systems and thorough technical documentation.
  • Ability to provide user-friendly explanations of complex technical issues.
  • Strong written and verbal communication skills.
  • Ability to prioritize tasks and deliver accurate, high-quality technical input.

Helpful Background

The following certifications or knowledge areas may be helpful where applicable, but the role requirements center on demonstrated Tier 2 or Tier 3 support experience and troubleshooting ability.

  • CompTIA A+ certification or knowledge
  • CompTIA Network+ certification or knowledge
  • ITIL certification or knowledge

Schedule And Compensation

This is a remote contractor opportunity with an expected commitment of 10-15 or more hours per week. Compensation may be task-based, with a listed target range of $30-$55 per hour. Confirm the applicable payment terms for the project.

  • Employment type: Contractor and part time
  • Expected availability: Less than 20 hours per week, with 10-15 or more hours expected
  • Listed hourly range: $30-$55 USD

How To Apply

Create a free OpenTrain account and build a profile that highlights your Tier 2 or Tier 3 support experience, operating-system expertise, networking knowledge, documentation skills, and relevant certifications. Apply through OpenTrain and confirm the project-specific payment terms before beginning work.

  • Highlight escalated incident and advanced troubleshooting experience.
  • Show experience with Windows, macOS, Linux, TCP/IP, VPN, and DNS.
  • Emphasize clear ticket documentation and user-facing communication.
  • Include CompTIA A+, Network+, or ITIL background where applicable.

Ready to apply?

Create a free OpenTrain account and apply for this role in minutes.

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