Business

Wall Street Banks Are Paying Two Ex-SoftBank Insiders $25,000 a Day to Learn AI – And the Waitlist of Firms Trying to Catch Up Keeps Growing Every Month.

Business 3 min
Two ex-SoftBank bankers charge Wall Street $25,000 a day to teach AI. They’re booked two months out and getting richer. Here’s why-

Global banks are pouring billions into artificial intelligence. Yet most of their employees have no idea how to use it for real work. Two ex-bankers spotted that gap – and built a business worth $25,000 a day around it.

From SoftBank to the Whiteboard

Felipe Sinisterra and Dave Wang aren’t software engineers or tech evangelists. They’re former finance insiders – with résumés spanning Goldman Sachs, Morgan Stanley, and SoftBank’s Latin America Fund – who made a sharp pivot in July 2025. That’s when they founded Wall Street Prompt, a training firm with one core idea: Wall Street doesn’t need more AI tools. It needs people who actually know how to use them.

The original plan was a data business. But every conversation with finance professionals kept circling back to the same problem. Banks had the technology. Nobody knew what to do with it.

$25,000 for One Day

A typical Wall Street Prompt session runs 20 to 30 people and costs a flat $25,000 for a single day. Clients include T. Rowe Price, Citigroup, and Bank of America. Their schedule is booked two months out.

What do attendees actually learn? Real workflows, not theory:

  • How to use Google’s Gemini to analyze founders’ pitch videos
  • How to use ChatGPT and Claude to surface market-moving language in earnings call transcripts
  • How to scan conference transcripts for signals that move markets
  • How to convert executive commentary into structured spreadsheet data

Wang also demonstrated a tool that combines FBI-style behavior analysis to detect warning signals from transcripts and facial expressions. This is the kind of edge that moves money – and banks are willing to pay premium prices for it.

“What people are really paying for is transformation, not just prompts or templates. What we do is come in and spark that shift.” — Felipe Sinisterra

The Pressure Behind the Price Tag

This isn’t curiosity spending. It’s urgency spending.

Citigroup, Wells Fargo, and Bank of America shed over 5,000 positions in the first three months of 2026 alone. Standard Chartered has plans to eliminate thousands of support roles over a four-year horizon. The message from the top is clear: AI will do what junior teams used to do, and faster.

Igor Sydorenko, CEO of AI consultancy Neurons Lab, framed it bluntly:

“Highly skilled people with AI tools will be able to do 10, 20 times more – much better, much faster. They will not need junior financial analysts or associates. They will just do it by themselves.”

The junior analyst role isn’t disappearing overnight. But the analyst who masters AI is already worth far more than the one who doesn’t.

The Skill Gap Nobody Planned For

Ten years ago, knowing Excel was the edge. Five years ago, it was Python. In 2026, the competitive advantage belongs to whoever can use AI for real, high-stakes financial work.

Sinisterra and Wang didn’t invent a new technology. They built a business around the gap between the tools that exist and the skills that don’t. Wall Street spent billions building the infrastructure. Then realized it had nobody to run it.

That realization is worth $25,000 a day – and the waitlist keeps growing.

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