Print the page
Increase font size
ChatGPT Returns 650% – Here's How to Copy It

Posted June 09, 2025

Davis Wilson

By Davis Wilson

ChatGPT Returns 650% – Here's How to Copy It

You may not be an Ivy League research analyst with access to a $25,000-a-year Bloomberg terminal…

But what if you had something better – an AI stock picker that could outperform the pros using nothing but headlines, data, and a little reasoning?

That’s the question Alejandro Lopez-Lira, a finance professor at the University of Florida, has spent the last few years exploring.

With tools like ChatGPT, Grok, and DeepSeek at his fingertips, Lopez-Lira wanted to know: Can artificial intelligence actually pick winning stocks?

Turns out, it can.

The First Experiment: Backtesting GPT on News Headlines

Lopez-Lira began his AI investing journey in late 2022, shortly after OpenAI launched ChatGPT.

He ran a study using ChatGPT to interpret over 134,000 stock-related headlines.

Each day, the AI would label each headline as good, bad, or neutral for a stock.

If it was good, it simulated a buy. If bad, it simulated a short. Neutral? No trade.

To prevent hindsight bias, he only used headlines from after September 2021, the cutoff date for ChatGPT’s training data.

This forced the model to reason – rather than “remember” – how a stock might react.

The results were staggering: a simulated daily return of 0.38%, which compounded to more than 650% over 26 months.

A big chunk of the performance came from shorting stocks with negative headlines.

Was it perfect? No.

The backtest didn’t account for real-world frictions like taxes, short interest fees, or trading costs.

But it was impressive enough for Lopez-Lira to take the idea out of the lab and into the market.

Round Two: Investing Real Money With AI

In 2023, Lopez-Lira teamed up with the Autopilot app to start live-testing AI-generated portfolios.

He used ChatGPT to pick stocks using real-time financial data, macro headlines, and pricing information.

He later added Grok and DeepSeek to the experiment.

Each model was given the same data and asked to build a 15-position portfolio.

The AIs were allowed to decide their own mix of assets and even allocate weights.

The only limits? No leverage, no short positions, and no derivative-based ETFs.

Here’s what each AI picked for the volatile April 1, 2025 to May 5, 2025 cycle:

OpenAI’s GPT-4 (o1 pro) Portfolio Picks

Portfolio picks

Strategy: Broad market exposure, tech giants, and stable dividend payers.

Grok 3 Portfolio Picks

Portfolio picks

Strategy: Defensive and yield-focused with heavy Treasury exposure. Grok leaned into safety ahead of potential economic softness.

DeepSeek R1 Portfolio Picks

Portfolio picks

Strategy: Blue-chip stocks with defensive traits. A “stay in the game” strategy in volatile conditions.

So, Should You Trust AI With Your Money?

Lopez-Lira is the first to admit that these tools still need oversight.

They don’t access real-time data by default, and their decisions are only as good as the information they’re fed.

But the early results are promising:

  • Lopez-Lira began managing ChatGPT’s portfolio in September 2023. The returns are 43.5% from September 2023 to May 30, 2025 while the S&P 500 had a total return of 34.7% over the same period.
  • Grok’s portfolio returned 2.3% since its inception on Feb. 11 of this year through May 30. The S&P 500 had a total return that was down 2.2% over the same period.
  • DeepSeek was down 0.25% since its inception on Feb. 3 through May 30. The S&P 500 had a negative total return of 0.93% for the same period.

You can invest alongside these portfolios yourself on the Autopilot app.

[Note: We do not have any affiliation with Autopilot.]

As AI keeps improving, it won’t be long before investors without fancy credentials or six-figure salaries can compete with Wall Street.

No PhD required – just a smart prompt.

$600 → $87: A Valuable Lesson About Bubbles

$600 → $87: A Valuable Lesson About Bubbles

Posted December 03, 2025

By Davis Wilson

Responding to a Tweet
Google Gemini + TPU → The Case for GOOG $3.8T

Google Gemini + TPU → The Case for GOOG $3.8T

Posted December 01, 2025

By Davis Wilson

Update to My Perfect Portfolio
The NVDA Trade… Bitcoin… AI

The NVDA Trade… Bitcoin… AI

Posted November 29, 2025

By Davis Wilson

Holiday Edition
The Strange Anomaly I’m Thankful For

The Strange Anomaly I’m Thankful For

Posted November 28, 2025

By Davis Wilson

This Doesn’t Happen Often
Turkey & Drama: How To WIN Arguments on Thanksgiving

Turkey & Drama: How To WIN Arguments on Thanksgiving

Posted November 26, 2025

By Davis Wilson

How To WIN Arguments on Thanksgiving
Why is Bitcoin Falling?

Why is Bitcoin Falling?

Posted November 24, 2025

By Davis Wilson

Explained in Simple Terms (And What To Do Next)