Chief Executives - Freelance AI Trainer Project

The Chief Executive Specialist – AI Trainer role is a contract position within Invisible Agency, focusing on enhancing AI models with strategic and organizational insights. This remote opportunity is tailored for individuals with extensive experience in small business leadership, startup growth, and executive decision-making.

Key responsibilities include engaging with advanced language models on topics such as bootstrapping versus venture funding, go-to-market strategies, founder equity splits, operational budgeting, early hiring decisions, leadership philosophy, and lean startup methodology. The specialist will document model failures to improve reasoning and accuracy.

Ideal candidates possess a bachelor's degree in business, economics, or a related field, though this is not mandatory. Experience in founding, co-founding, or leading small businesses, nonprofits, or early-stage startups is highly valued. Familiarity with startup accelerators, small business management tools, fundraising decks, and real-world profit and loss decision-making are strong indicators of fit. Clear, metacognitive communication is essential.

Compensation ranges from $8 to $65 per hour, determined based on experience, expertise, and geographic location. As a contractor, the specialist is expected to provide a secure computer and high-speed internet connection; company-sponsored benefits such as health insurance and paid time off do not apply.

Invisible Agency fosters a culture of innovation and collaboration, offering growth opportunities in the evolving field of AI training. This role provides a unique chance to contribute to the development of AI systems that support entrepreneurs and founders in building successful ventures.