"Information is the resolution of uncertainty."

Claude Shannon
June 27, 2026
Do You Still Send a 1099 to a Contractor Who Has an EIN?

“If someone is working as a 1099 and using a business name and an EIN, do I still need to issue that person a 1099-NEC?” Do you send a 1099 to a contractor with an EIN? It’s one of the most common 1099 questions business owners get wrong — and the answer is the opposite […]

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April 6, 2026
HSA After Death Rules: What Happens to a Health Savings Account When You Die?

HSA after death rules are very different from IRA and 401(k) rules. If your spouse is the beneficiary, the account can continue as that spouse’s HSA. If the beneficiary is someone else, the account generally stops being an HSA on the date of death, and the tax result can be much harsher. That matters because […]

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March 17, 2026
Goodwill Clothing Donation Deduction: The IRS Trap That Can Wipe It Out

Goodwill clothing donation deduction rules are stricter than most taxpayers realize. In Besaw v. Commissioner, the Tax Court disallowed a $6,760 noncash charitable contribution deduction even though the court appeared to accept that the donations were real. The problem was substantiation. John Besaw claimed the deduction on his 2019 return and attached Form 8283. But […]

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September 9, 2025
Immediate R&D Expensing for Small Businesses: OBBBA Section 174A Explained

Immediate R&D expensing for small businesses is finally here. Let’s make sure you get what’s yours. 💥 If your business has ever spent money developing software, testing products, or doing anything remotely close to research and development here in the U.S., this is for you. What Changed: Immediate R&D Expensing for Small Businesses The IRS […]

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August 15, 2025
1031 Exchange Rules: How to Avoid a Bad Property Trade

When you hear “1031 Exchange,” you probably think:“Sell property → Buy new property → Avoid the tax hit.” Before you jump, here’s how the 1031 exchange rules actually work—and what to watch for. Sounds great, right? Especially if someone’s dangling a hefty W2 reduction in front of you. But here’s the truth:It’s not magic. It’s […]

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August 8, 2025
OBBBA Mortgage Interest Deduction Explained: Plus the New Mortgage Insurance Rules

OBBBA mortgage interest deduction rules have changed the landscape for homeowners who itemize. The One Big Beautiful Bill Act (OBBBA) permanently locks in the TCJA rule limiting itemized deductions for home mortgage interest to the first $750,000 of total home acquisition debt ($375,000 if married filing separately). Home acquisition debt means mortgages used to buy […]

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August 4, 2025
OBBBA Makes Standard Deduction Increases Permanent (and Bigger)

The 2025 standard deduction increase is one of the biggest taxpayer wins coming out of the One Big Beautiful Bill Act (OBBBA). Remember the Tax Cuts and Jobs Act (TCJA) of 2017? One of the biggest wins for taxpayers was the increase in the standard deduction. Now, thanks to the One Big Beautiful Bill Act […]

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July 28, 2025
Small Business Tax Deductions: Ultimate Guide for 2025

Running a business means incurring expenses – and the good news is many of those costs can reduce your taxable income. Small business tax deductions are write-offs that lower the profit you pay taxes on, saving you money. This comprehensive guide breaks down current IRS rules (as of 2025) for the most valuable deductions available […]

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June 17, 2025
Stay Compliant with PCORI Fee HRA Rules & Save on Taxes

PCORI Fee Compliance for HRA Plans: What Small Employers Must Know PCORI fee HRA compliance is essential for small employers offering health reimbursement arrangements. Just a quick heads-up! If you’ve set up a Health Reimbursement Arrangement (HRA)—like a 105-HRA, a QSEHRA, or an ICHRA—to help your employees with medical costs, that’s awesome. You’re not just […]

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