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IT Support Specialist Expert

We're hiring IT support specialists as contractors to author and grade the troubleshooting scenarios those evaluations run on.

Remote
Hiring companyAfterQuery Experts
Application processN/ANo approved reviews yet
Work experienceN/ANo approved reviews yet

About the role

No screen recording, no keystroke monitoring, no idle timers.

Independent contractor. Ongoing project work rather than single task batches.

Why Apply

  • $45 to $80/hr, paid weekly via Stripe.
  • 100% remote and fully async.
  • Shape how frontier models handle IT troubleshooting.
  • Ongoing project work with hours you set each week.

Responsibilities

  • Author realistic IT support scenarios, from first contact through diagnosis and resolution.
  • Write reference answers with the diagnostic reasoning behind each step.
  • Grade model output for technical accuracy and user safety.
  • Flag advice that reads plausible but would make the problem worse.
  • Author realistic IT support scenarios from first contact through resolution.
  • Write reference answers with the diagnostic reasoning behind each step.
  • Grade model output for technical accuracy and user safety.
  • Flag advice that reads plausible but would make the problem worse.

Required skills

  • Hands on experience with enterprise environments such as Active Directory, Microsoft 365, or MDM tools.
  • Depth in troubleshooting across hardware, software, and networking issues.

Preferred skills

  • Certifications such as CompTIA A+, Network+, or Microsoft credentials.
  • Scripting experience with PowerShell or Bash.
  • Tier 2 or tier 3 escalation experience.

Experience and education

  • Specialists with at least 2 years in IT support, help desk, or system administration.
  • Practitioners with hands on experience in enterprise environments such as Active Directory, Microsoft 365, or MDM tools.
  • Troubleshooters with depth across hardware, software, and networking issues.
  • Clear writers who can document the reasoning behind a diagnostic decision.
  • 2+ years of professional IT support, help desk, or system administration experience.

Language requirements

  • Clear written English for documenting troubleshooting reasoning.

Assessment requirements

Apply at /apply/it-support-specialist-expert. About five minutes. Resume plus a few structured questions.

Resume review. Every application gets read against a published rubric and gets a decision.

Written assessment. You may be asked to take a written assessment for further placement.

Onboarding. Sign the contractor agreement, connect Stripe, and get platform access.

Project match. You're matched to live work in your specialty, usually within a week of onboarding.

Schedule details

Fully remote, fully async. No fixed hours.

Minimum 10 hours per week, no maximum. Scale up or down week to week.

Able to commit at least 10 hours per week.

Time Commitment: 10 hours/week.

Start Date: ASAP.

End Date: Ongoing.

Eligibility

Work arrangement: Fully remote

Compensation details

  • $45 - $80/hr.
  • $45 to $80/hr, paid weekly via Stripe. Your rate is set from your experience, not negotiated down after you start.
More about the hiring companyAfterQuery Experts
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