Wealth Systems

Wealth Systems

Six Ways to Use AI to Be a Better Investor

Matt McDonagh's avatar
Matt McDonagh
Mar 21, 2026
∙ Paid

Most investors are dead.

…they just don’t know it yet.

They are operating on a legacy OS. They are reading the same headlines, looking at the same lagging indicators, and listening to the same talking heads. They are biological machines trying to process an infinite stream of chaotic variables.

And they are failing. The future is flying forward faster than they are, and they are helpless (and hopeless) to catch up.

AI accelerated everything.

The latency is now zero. The edge is gone. The market is an accelerating, ruthless mechanism that processes data at the speed of light. If you are relying on your unassisted biological hardware to parse this complex system, you will be crushed by those who have built a better engine.

The Singularity is not some future event.

It’s happening in the markets, right now.

Life in the Singularity
Build the future with AI.
By Matt McDonagh

You need leverage. You need speed. You need a system that thrives on chaos.

AI is not a toy. It is not a chatbot. It is infinite, scalable torque. It is the ultimate lever for your mind. It allows you to process more, synthesize faster, and strike with absolute precision.

Take extreme ownership of your technological stack. Stop competing on effort. Start competing on leverage.

Here are six creative, ruthless ways to build your algorithmic edge and become an apex investor.

Designed by yours truly.

The Adversarial Engine → Stress-Testing Your Thesis

Human nature is a liability.

Our biological hardware is programmed to seek comfort. It is programmed to seek validation. Once you form an investment thesis, your brain immediately begins filtering out any data that contradicts it. Confirmation bias is a systemic bug in your code.

You must introduce friction.

Do not use AI to validate your ideas. That is a trap. Use AI to violently dismantle them.

You must build an Adversarial Engine.

When you have a thesis—say, going long on a specific semiconductor manufacturer or shorting commercial real estate—feed the entire thesis into the LLM.

Command it.

“Act as a ruthless, highly intelligent activist short-seller. Your only goal is to destroy my investment thesis. Expose the logical fallacies. Highlight the macro-economic vectors I have ignored. Find historical precedents where this exact setup resulted in catastrophic failure.”

Read the output. Absorb the counter-attack.

It is the ability to detach. It is the ability to adapt. It is the ability to build antifragility into your portfolio.

If your thesis survives the algorithmic assault, it has merit. If it shatters, the AI just saved you from your own ego. You do not want a thesis that only works in a vacuum. You want a thesis that has been collision-tested against the harshest synthetic realities.

High-Fidelity Signal Distillation → Automating the Delta

The world is drowning in noise.

Information is no longer an asset. In a hyper-connected world, information is a liability if you lack the processing power to filter it. You cannot read every 10-K. You cannot listen to every earnings call. You cannot track every geopolitical tremor.

If you try, you will suffer from catastrophic system overload.

You must build a filtration stack.

Stop reading financial news. The news is a lagging indicator designed to harvest your attention. Instead, deploy AI to distill the raw, unadulterated data.

You are looking for the “Delta” aka the rate of change.

Take a company’s earnings transcript from Q1. Take their transcript from Q2. Feed both into the AI.

Command the machine to find the friction points.

“Analyze the linguistic shifts between these two documents. What specific verbs did the CEO change? Did the frequency of the word ‘headwinds’ increase? Did the CFO hesitate or use defensive language when discussing capital expenditures? Map the sentiment vectors.”

I launched a hedge fund around these concepts in 2010 using machine learning. AI today is so much better than the ML libraries back then.

The machine will spot what the human eye glosses over. It will detect the subtle shift in tone, the omitted forward-looking statements, the sudden reliance on technical jargon to mask operational failure.

You are no longer reading. You are extracting torque. You are turning unstructured chaos into high-fidelity, actionable signal.

The Chaos Simulator → Mapping the Fat Tails

Standard financial models are fragile.

They assume normal distributions. They assume a rational market. They ignore the fat tails—the highly improbable, extreme-impact Black Swan events that Nassim Taleb warns us about.

When the system breaks, it does not break linearly. It cascades.

You must use AI to map the shockwaves before they happen.

You must build a Chaos Simulator.

Do not ask the AI what the market will do tomorrow. Ask it to model catastrophic system failure. Feed it a hypothetical geopolitical shock or a macroeconomic fracture. Feed it this:

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