Remote AI training and data labeling jobs

Experienced IT leaders plan and run a small technology initiative with an external vendor, SLAs and stakeholder reporting, generating realistic management scenarios to train AI. Contractor, remote, 50 openings, $70–130/hour. Six years leading multi-quarter tech initiatives is the bar.

Rebuild client business slides in PowerPoint from images, improve their structure, storytelling and data visuals, and log every change with its rationale, producing training data for AI. Five years at an agency or brand team expected. 15 openings, $150–350/hour.

Build AI evaluation tasks in financial reporting, audit and technical accounting: scenarios, reference memos and workpapers, and rubrics that separate senior judgment from exam recall. US GAAP/PCAOB or IFRS/ISA track. 5+ years at a Big Four firm or as a corporate controller. $70–80/hour, remote.

Work through real property management tasks in Buildium on screen recording (tenants, leases, rent, maintenance), then write prompts and rubrics from each workflow to train AI agents. Needs your own Buildium access and prior human-data work. 40 openings, $28–92/hour.

Grade AI assistant outputs against detailed rubrics at volume, find the reasoning gaps, tool-use failures and logic errors, and write the feedback that fixes them. No degree requirement stated. Ten openings, contractor, $30–90/hour, six eligible countries.

Score AI-generated specs, release notes, user-facing copy and stakeholder updates, then write the rationale behind each score. The ad is unusually blunt that this is evaluation work only: no roadmap, no delivery, no sprint facilitation. Ten openings, contractor, remote, $90–140/hour.

Refine CRM data models, arbitrate conflicting operational policies and document why you ruled the way you did, and design revenue workflows that hold up under vertical regulation. Four years with your hands actually in the system is the bar; the ad states outright that management-only exposure does not count. Remote contractor work.

Evaluate how AI models reason through consulting-style business problems, write model answers and hard prompts, and give structured feedback on where the reasoning breaks down. Asks for at least a year at a top-tier consulting firm and a base in an English-speaking country. Remote contractor work at the top of this board's pay range.