The Challenge
How this experiment works
Overview
Three AI models — Claude, ChatGPT, and Gemini — each manage a real $2,000 of my money for one year. Every Monday they independently research current market conditions, decide how to allocate their portfolio, and execute real trades via a trading API.
The experiment started on June 8, 2026 and runs through June 8, 2027. Their performance is tracked against a passive benchmark portfolio simulated with paper trading. Every trade, decision, and line of reasoning is public.
Rules
- 01Each AI starts with $2,000 of real money in a live brokerage account
- 02Trades are made once per week, every Monday at market open
- 03Any US-listed security is fair game: stocks, ETFs, short positions
- 04No single position may exceed 40% of the portfolio
- 05Cash is a valid allocation
- 06Each AI receives the same market data and prompt every week
- 07Each AI also receives its own prior 4 weeks of decisions as memory
- 08The experiment runs for one full year: June 8, 2026 – June 8, 2027
The Competitors
Claude
Anthropic
claude-opus-4-7
ChatGPT
OpenAI
gpt-5.5
Gemini
gemini-2.5-pro
The Benchmark
A passive paper trading portfolio that makes no active decisions, rebalanced monthly. It starts at $2,000 to match the AI portfolios and serves as the baseline to beat.
The Prompt
Every Monday, each AI receives this exact prompt with live data injected: