Billing and Posting Clerks – AI Trainer (Contract) – Remote

Want remote, flexible work that pays like a unicorn without needing to learn coding or “AI stuff”? This is that. You’ll use your real billing/posting experience to judge AI outputs, write better prompts, and give structured feedback so models stop hallucinating and start sounding like someone who’s actually done the job.

About Handshake
Handshake runs paid AI research projects where professionals help train models using real-world expertise. You’re not doing billing work for a company. You’re evaluating and improving how AI understands billing/posting tasks, language, and workflows.

Schedule
• Contract, remote (USA)
• Asynchronous and flexible (work from anywhere)
• No minimum hours, most people average 5–20 hours/week
• Project-based availability (they run year-round and open assignments periodically)
• Compensation: $75/hour

What You’ll Do
• Create prompts that reflect real billing/posting scenarios and tasks
• Evaluate AI responses for accuracy, completeness, and realism
• Flag errors, missing steps, or compliance issues and explain what’s wrong
• Provide clear, structured feedback so the model learns the correct approach
• Help shape how AI is used in billing and posting work over time

What You Need
• 4+ years of professional experience in billing/posting clerk duties (or closely related accounting/billing support work)
• Comfort reviewing billing data, invoices, statements, records, and discrepancies
• Strong written communication (you’ll explain what’s correct vs. incorrect)
• Ability to work independently and asynchronously
• No AI experience required

Benefits
• High hourly rate for flexible, remote work ($75/hr)
• Choose your own hours with no minimum commitment
• Skill-building in prompt writing and evaluation (useful for future roles)
• Ongoing opportunities as projects open

Backbone moment: $75/hr is real, but it’s not “easy money.” They’re paying for judgment. If you don’t have legit 4+ years in billing/posting style work, you’ll get filtered out. If you do have it, this is worth applying to immediately.

Happy Hunting,
~Two Chicks…

APPLY HERE