Synced from Greenhouse · Aug 11

AI Trainer

AgencyUnited States of AmericaPosted Aug 11, 2026
Junior
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Mirrored from Agency's own Greenhouse careers system · refreshed hourly

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Aug 11
Posted
Greenhouse
Applicant system
Job descriptionReq 4797634101

Are you a current small business owner eager to shape the future of AI? Large-scale language models are evolving from simple conversational tools into systems capable of supporting entrepreneurs with operations, strategy, financial planning, and customer engagement. With high-quality training data grounded in real-world business experience, tomorrow’s AI can better serve Very Small Business (VSB) owners navigating limited resources and high-stakes decisions. That training data begins with you—we need your practical expertise to help power the next generation of AI.

We’re looking for current owners and co-owners across a range of industries, including retail, e-commerce, professional services such as consulting, legal, and accounting, technology and software, hospitality and food and beverage, healthcare and wellness, creative and media, construction and trades, and other small business sectors. Whether you are a new business owner or have years of operational experience, your insight into day-to-day decision-making is highly valuable.

On a typical day, you will engage the model with realistic small business scenarios and operational challenges; evaluate outputs related to budgeting, pricing, marketing strategy, hiring decisions, vendor management, customer communications, and basic compliance considerations; assess whether responses are practical and aligned with how Very Small Businesses actually operate; capture reproducible error traces; and provide structured feedback to improve prompts, evaluation criteria, and real-world applicability. You may also help identify where models oversimplify trade-offs or misunderstand resource constraints common to VSB environments.

Direct experience owning or co-owning a small business is strongly preferred. Experience managing operations, finances, marketing, staffing, or growth strategy is highly relevant. Entry-level business owners as well as seasoned entrepreneurs are encouraged to apply. Clear, metacognitive communication—explicitly articulating how and why decisions are made in a real business context—is essential.

Ready to turn your small business ownership experience into the knowledge foundation for tomorrow’s AI? Apply today and help train systems that better support entrepreneurs worldwide.

We offer a pay range of $6 to $65 per hour, with the exact rate determined after evaluating your experience, expertise, and geographic location. Final offer amounts may vary from the pay range listed above. As a contractor you’ll supply a secure computer and high-speed internet; company-sponsored benefits such as health insurance and PTO do not apply.

Employment type: Freelance / Contract
Workplace type: Remote
Seniority level: Entry Level

View original posting on Greenhouse

What applying to Agency usually looks like

Based on publicly available information, candidates applying through greenhouse can typically expect an initial online application with resume and possibly a cover letter, followed by an automated confirmation. For Agency, given the breadth of roles listed—from engineering to clinical and creative positions—screening steps commonly include a recruiter phone call, then may include multiple stages such as hiring manager conversations, technical or role-specific assessments, and panel interviews. Greenhouse-based processes often incorporate structured interview scorecards, so candidates may notice consistent, competency-focused questioning across stages. Take-home exercises or skills tests are common for technical or specialized roles. Response times vary and are not guaranteed, and communication is generally sent through the platform or email. Candidates should prepare examples of relevant experience, as interviews often emphasize practical scenarios aligned with the specific job function they applied for.

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