Tax Strategy Blog for Business Owners

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Claude Shannon

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October 21, 2026
Self-Directed IRA Real Estate With a Mortgage? The Hidden UDFI Tax

“You open a self-directed IRA and buy a rental with a mortgage. What’s the tax bill you weren’t expecting?” UDFI tax is the bill most investors don’t see coming when their self-directed IRA buys a rental with a mortgage, and yes, a Roth IRA can owe it too. In our September live Q&A, guest John […]

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October 17, 2026
The Roth 5-Year Rule Explained: Why You Should Open a Roth IRA Today

“I have a self-directed IRA in real estate that keeps throwing off returns, and I’m rolling principal into a Roth IRA. How does the 5-year rule work on continual rollovers?” The Roth 5-year rule trips up almost everyone — especially investors rolling real estate profits from a self-directed IRA into a Roth. Here’s how it […]

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