Tax Strategy

THE UBIT TRAP: WHEN YOUR IRA ACCIDENTALLY BECOMES A BUSINESS PARTNER

Feb 9, 2026

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7 min read

THE UBIT TRAP: WHEN YOUR IRA ACCIDENTALLY BECOMES A BUSINESS PARTNER

Most IRA investors think “tax-deferred” means the account is shielded from taxes until distributions. Usually ... yes. But if your IRA owns the wrong kind of investment (especially a pass-through business or debt-financed real estate), a quiet tax regime called UBIT can trigger taxes inside the IRA ... often at aggressive rates ... and then you can still get taxed again when you withdraw the money. The goal of this article is simple: help you spot the UBIT landmines before they blow up your returns.

Charitable Planning

GIVING WITH INTENTION: WHY CHARITABLE STRATEGY IS ABOUT LEGACY, NOT JUST DEDUCTIONS

Feb 6, 2026

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5 min read

GIVING WITH INTENTION: WHY CHARITABLE STRATEGY IS ABOUT LEGACY, NOT JUST DEDUCTIONS

Charitable giving is often treated as a year-end tax move, but for sophisticated families, it’s something much bigger. This article reframes charitable planning as an extension of intentional legacy ... how values, stewardship, and wealth transfer intersect ... and why the right structure matters as much as the cause itself.

Tax Filing

PUNXSUTAWNEY PHIL SAW HIS SHADOW ON MONDAY ... THE TAX MAN DOESN'T CARE

Feb 4, 2026

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6 min read

PUNXSUTAWNEY PHIL SAW HIS SHADOW ON MONDAY ... THE TAX MAN DOESN'T CARE

Phil predicts six more weeks of winter. Cool. Meanwhile, the tax deadlines are marching toward you with military precision: March 16 for S-corps/partnerships, April 15 for individuals. Whether you’re ready or not, the filing season is here ... and the smartest move you can make in February isn’t panic-filing ... it’s building a clean, defensible “tax season machine” so you don’t get burned by missing forms, sloppy books, late K-1s, or a surprise balance due.

Tax Strategy

THE 3.8% TAX THAT QUIETLY STEALS SIX FIGURES FROM REAL ESTATE INVESTORS

Feb 2, 2026

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6 min read

THE 3.8% TAX THAT QUIETLY STEALS SIX FIGURES FROM REAL ESTATE INVESTORS

The 3.8% Net Investment Income Tax quietly erodes real estate exits for high-income investors who assume effort equals protection. This article explains why the NIIT is less about the tax itself and more about how your real estate activity is classified ... and why sophisticated investors design their exits years before a sale ever occurs.

Tax Strategy

THE UBIT TRAP: WHEN YOUR IRA ACCIDENTALLY BECOMES A BUSINESS PARTNER

GIVING WITH INTENTION: WHY CHARITABLE STRATEGY IS ABOUT LEGACY, NOT JUST DEDUCTIONS

PUNXSUTAWNEY PHIL SAW HIS SHADOW ON MONDAY ... THE TAX MAN DOESN'T CARE

THE 3.8% TAX THAT QUIETLY STEALS SIX FIGURES FROM REAL ESTATE INVESTORS

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