InSight

Day: August 21, 2026

Articles
Kevin Taylor

IRS AI Vs. Reality: Why “Nuisance Errors” Are the New Tax Headache

As the Internal Revenue Service (IRS) continues its aggressive modernization efforts, the integration of Artificial Intelligence (AI) and advanced machine-learning algorithms has fundamentally shifted the landscape of tax compliance for high-net-worth (HNW) individuals and families. While the agency positions these

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Articles
Kevin Taylor

The Return of the Owner-Operator

Technology may unintentionally bring us back toward a very old model of capitalism: the owner-operated business. For much of the twentieth century, economic scale often required managerial scale. Businesses became enormous organizations because coordinating thousands of people was necessary to

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Kevin Taylor

AI Could Develop Very Differently

The infrastructure supporting advanced AI is becoming extraordinarily expensive. Data centers require enormous amounts of electricity, land, semiconductors, cooling systems, networking equipment, and capital. That creates a potential problem. AI may give small teams unprecedented intellectual leverage while simultaneously requiring

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Articles
Kevin Taylor

The Small Team Is Becoming the New Institution

For most of modern business history, scale was an enormous advantage. If you wanted to build something important, you generally needed a lot of people, a lot of capital, and a lot of infrastructure. Large companies could afford the lawyers,

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