Blog Series The $25,000 Public Portfolio Challenge

The $25,000 Public Portfolio Challenge

I deposited $25,000 into a live brokerage account and made the whole thing public. Every trade, every AI model test, every failure — documented in real time. This is what actually happens when you let AI manage real money.

  1. 1
    I’m giving an AI access to my Public trading account. Here’s how you can watch it destroy $25,000
    8 min read · The challenge begins
  2. 2
    An ex-Jane Street trader told me the secret to AI trading. So I built it.
    6 min read · The Jane Street secret
  3. 3
    I tested 11 AI models to build a $25,000 trading strategy. The results shocked me.
    12 min read · 11 models, one winner
  4. 4
    I had an AI grade its own trading strategies. Five rounds later, the first attempt was still the best.
    10 min read · The optimization trap
  5. 5
    An AI built this trade. An AI is watching it. Tuesday at 9:30 ET, $25,000 finds out if any of it works.
    20 min read · AI-designed strategy goes live
  6. 6
    Day 1 of trading $25,000 with AI. The strategy was the easy part.
    9 min read · Day 1: the strategy was the easy part
  7. 7
    My AI bought a stock it shouldn't have. Then I couldn't get rid of it.
    10 min read · Day 2: I couldn't close the position. So I rebuilt the risk engine.
Start with Episode 1