Italian - AI Product Evaluator

Location: Milan, Lombardy, Italy Italian AI Product Evaluator The Project Productive Playhouse is building a talent pool of Italian speakers for an upcoming project testing and evaluating leading AI chatbots. The objective is to enhance response quality through direct user interaction with the various AI models. Open to freelancers based outside the U.S. This is more than one job. Apply once, and we'll keep you in mind for this project — and future ones that need your language skills. The Details We’re looking for independent contractor engagement (task-based - project-based). Pay Rate: $18.00 USD per hour 100% remote You choose which tasks to take, set your own hours, and are free to work with other clients any time. You can stay flexible as the project evolves. This is an iterative project, work arrives in batches (there may be pauses between them). What You’ll Do As an AI Evaluator, you'll play a critical role in shaping and improving the next generation of Generative AI. You'll participate in structured, hands-on evaluations by interacting directly with various AI models to assess their capabilities, safety, and helpfulness. Your insights and data will directly inform model development and optimization. Exact tasks vary by project and will be spelled out in that project's Statement of Work (SOW) before you start. Depending on the role, your work may include: Testing and evaluating AI chatbots or language models through structured conversations, using assigned goals and prompts. Voice-based interactions with AI models — for projects that involve this, sessions are recorded, and audio may be shared with the client as part of the evaluation deliverable. Submitting deliverables (write-ups, ratings, screenshots, or recordings) in the format each task specifies. What We're Looking For Native or expert-level fluency in Italian, as spoken in Italy Strong English reading, writing, and communication skills - assessment maybe required 18 years of age or older Hands-on experience using AI models or large language models Comfortable with both written and voice-based conversation — and good at asking sharp follow-ups Your own smartphone, computer, reliable internet, and comfort with web-based tools Able to pass a language proficiency and technical literacy assessment Responsive communicator — quick replies move you through onboarding faster Able to start within 48 hours Why PPH? Your language skills are the whole point — and this project pays for them Apply once, get contacted directly when a spot opens — no chasing Work from anywhere, on your own schedule, alongside any other work you do Clear task specs, no ongoing oversight, no micromanagement Real project experience with a global data and language services company Work that actually improves how AI understands your language About Productive Playhouse We started by teaching kids through award-winning programming. We grew into a global data and language services company trusted by clients worldwide. But the mission never changed: keep language alive. Transcription, translation, localization, linguistic analysis, AI evaluation — it all comes back to preserving languages and the cultures they carry. All engagements are contingent upon successful completion of identity verification. Productive Playhouse is an equal opportunity organization headquartered in California and committed to diversity and inclusion across our global workforce. We welcome applicants of all backgrounds and abilities, regardless of location or engagement type. For accommodations or inquiries, please contact HR.