An interesting experiment happened recently: someone leveraged an AI model to discover tax deductions worth over $200,000 that they'd completely overlooked.

Here's what went down.

This morning, they posed a straightforward question to a tax strategy expert: "What moves do wealthy individuals typically make as the year winds down to minimize their tax bill?"

The response? A solid breakdown of 11 distinct approaches to tax optimization.

What's fascinating here isn't just the number—it's the methodology. By feeding the right question to an AI model, they unlocked planning strategies that might have otherwise stayed buried in tax code complexity or expensive consultant billables.

For anyone holding significant crypto assets, real estate, or other appreciating positions, this hits different. Year-end tax planning isn't optional if you want to keep more of what you've earned. The gap between knowing *about* deductions and actually *claiming* them can easily represent six figures in unnecessary tax payments.

The lesson? Your AI assistant might be the most underutilized financial tool in your toolkit. A well-framed question beats guessing.