IT Support Specialist Expert

IT support specialists to build the troubleshooting scenarios frontier AI labs use to test model judgment.

AfterQuery builds the expert evaluation data that frontier AI labs use to measure and improve their models. We're hiring IT support specialists as contractors to author and grade the troubleshooting scenarios those evaluations run on.

What you'll actually do

• 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

Who this is for

• 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

Contract and pay

• $45 to $80/hr, paid weekly via Stripe. Your rate is set from your experience, not negotiated down after you start.
• Fully remote, fully async. No fixed hours.
• Minimum 10 hours per week, no maximum. Scale up or down week to week.
• No screen recording, no keystroke monitoring, no idle timers.
• Independent contractor. Ongoing project work rather than single task batches.

How our hiring process works

• 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. About AfterQuery

AfterQuery is an expert data lab. We build the evaluation and training data that frontier AI labs use to measure what their models can and can't do in real professional work. Our contributors are practicing professionals, not annotators, and the work is credited, reviewed, and paid at professional rates.

What you'll do

• 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

Requirements

• 2+ years of professional IT support, help desk, or system administration experience
• Hands on experience with enterprise environments such as Active Directory, Microsoft 365, or MDM tools
• Depth in troubleshooting across hardware, software, and networking issues
• Clear written English for documenting troubleshooting reasoning
• Able to commit at least 10 hours per week

Nice to have

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