File Clerk | Remote

Crossing Hurdles is hiring a Remote File Clerk (AI Trainer) on a contract basis to support AI training initiatives. The role focuses on organizing and structuring real-world documents and workflows to improve AI model accuracy and document processing outputs.

• Apply document management and filing expertise to support AI training initiatives
• Review, categorize, and structure files, records, correspondence, invoices, and receipts to improve AI model accuracy
• Translate real-world filing systems and records workflows into structured AI training content
• Validate AI-generated document organization outputs for consistency and correctness
• Collaborate remotely with AI engineers and data teams to improve intelligent document processing systems

• Hands-on experience in file management, records administration, or document organization
• Strong attention to detail and a methodical approach to information management
• Ability to translate document workflows into structured, actionable feedback
• Comfort working independently in a fully remote, contract-based environment
• Strong written communication skills

• Contract role
• Remote work
• Commitment: 10–40 hours per week
• Compensation: $60–$111 per hour
• Application process: upload resume, interview, submit form (approximately 20 minutes)