Wall Street is paying $25,000 a day for AI trainers who used to work there

Two ex-investment bankers, Felipe Sinisterra and Dave Wang, are charging Wall Street banks up to $25,000 a day to teach senior staff how to use AI tools like Claude, ChatGPT, and Gemini that their employers have already purchased. Fully booked for two months, their clients include T. Rowe Price, Citigroup, and Bank of America. The demand reveals a gap between AI infrastructure spending and actual adoption — banks struggle not with model access but with applying probabilistic AI tools to deterministic financial workflows. Their credibility stems from prior careers at Goldman Sachs, Morgan Stanley, and SoftBank. The business model faces a long-term threat as model vendors like Anthropic push directly into financial services with plug-and-play solutions.