Tax Strategy Blog for Business Owners

"Information is the resolution of uncertainty."
Claude Shannon

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September 28, 2026
S-Corp Made an Extra $70K? Start With Reasonable Compensation

“I earned an additional $70,000 this year — what can I do now to lessen my tax impact? I’m an S-Corp.” S-Corp reasonable compensation is the answer almost nobody leads with. A customs broker running an S-Corp asked what to do with an extra $70,000 of profit this year — and before any deduction, strategy […]

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September 17, 2026
The Roth Conversion 5-Year Rule: Why an Old Roth IRA Can Still Cost You a 10% Penalty

Walter is 54. His self-directed IRA holds a rental property that pays him steadily every month, and for a few years he has been moving pieces of that account into the Roth version, a little at a time, whenever the numbers worked. His thinking was simple: get it into the Roth, let it grow, take […]

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September 11, 2026
Missed Depreciation on Rental Property: How to Catch It Up in One Year, Without Amending

If you own a rental, there is a good chance you are sitting on a deduction you never claimed. Not a gray-area deduction. Depreciation you were entitled to, and never took. Missed depreciation on rental property can be caught up in a single adjustment on this year's return. The tax code calls the mechanism a […]

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September 8, 2026
Short-Term Rental Cost Segregation: How to Make the Deduction Bigger

Qualifying your short-term rental was step one. Most owners stop there, take the deduction the default way, and leave the biggest part of it sitting on a schedule that runs for decades. A short-term rental cost segregation study is the second decision, and it controls how big the deduction gets. The study breaks the property […]

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September 3, 2026
QBI Aggregation: Why Owning Multiple Companies Can Cost You the Deduction

This is Part 5 of our series on Section 199A, the qualified business income deduction, or "QBI." We've been running a series for business owners on the 199A deduction — most people know it as the QBI deduction. If you missed any of them, here is what we covered: We were getting some replies from […]

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August 18, 2026
SSTB and the QBI Deduction: Why One Owner Keeps $100K and the Other Gets Zero

This is Part 4 of a four-part series on Section 199A, the qualified business income deduction, or "QBI." Catch up on Part 1, Part 2, and Part 3 first. Is the business having a good year? Great. Here is what decides whether you keep the 20% deduction on it. Two things determine this: how much […]

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August 13, 2026
The S-Corp Salary Sweet Spot for the QBI Deduction

This is Part 3 of a four-part series on the qualified business income deduction. Missed the first two? Read Part 1 and Part 2 — they're here. Still on paychecks this week. Last week I told you which side of the line you're probably on. If you're over it, this is the post that matters […]

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August 13, 2026
The QBI Wage Limitation: How $600K in Profit Became a $45K Deduction

This is Part 2 of a four-part series on the qualified business income deduction. Read Part 1 here. Last week I told you about a line on your tax return — $403,500 if you are married, half of that if you are single. Cross it, and the 20% deduction most business owners count on stops […]

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August 7, 2026
The QBI Deduction: Why Some Business Owners Lose the 20% Break

If you own a business, the QBI deduction is one line on your tax return you should know by name. It's called the qualified business income deduction. Section 199A is the technical name. Your CPA might just call it "QBI." What it does is simple. You take 20 percent of what your business earned and […]

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