Tax Strategy Blog for Business Owners

"Information is the resolution of uncertainty."
Claude Shannon
July 20, 2026
The Short-Term Rental “Loophole”: The Truth Nobody Tells You

“If I buy a short-term rental, I can just write off the losses against my W-2, right?” The short-term rental loophole is all over social media — buy a short-term rental, write the losses off against your W-2. It can work. But social media shows you the best case, not the two hurdles almost everyone […]

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July 17, 2026
Can You Call Your Stay-at-Home Spouse a “Real Estate Professional”?

“My spouse doesn’t really work — can’t we just call her a real estate professional and wipe out my W-2 with the rental losses?” Calling a stay-at-home spouse a real estate professional to erase a W-2 with rental losses is one of the most repeated moves in real estate tax circles — and one of […]

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July 15, 2026
Live Tax Q&A for Business Owners: Real Questions, Answered (June 2026)

“What does the IRS actually care about? Real questions from real business owners and high earners.” This live tax Q&A for business owners and high earners is the full June 2026 session, where CPA Laura Dohanes answered real questions from real owners and investors — no hypotheticals, no “it depends” non-answers, just the math, the […]

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June 24, 2026
Is a Cost Segregation Study Worth It on a Small Rental? Do the Math First

“How do I know if I should get a cost seg study done? I have two long-term properties valued at $130K and $211K.” Cost segregation is one of the most talked-about real-estate strategies of the decade — but only for the right properties. Before you pay for a study, you have to do the math. […]

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June 21, 2026
I Have 12 Rentals and Still Pay a Fortune in Tax — Does an LLC Fix That?

“I own 12 rental units, and I still pay a fortune in taxes. If I just put them in an LLC, that fixes it, right?” Putting rentals in an LLC is the move most landlords reach for first — but the honest answer surprises them: the LLC wrapper, on its own, doesn’t drop your tax […]

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