By month: September 2026

2026 Section 199A: Proprietorship or S Corporation?

Will your business operation create the 20 percent tax deduction for you? If no, and if that’s because of (1) too much income, and (2) lack of wages and/or depreciable property, a switch to the S corporation as your choice of business entity may produce the tax savings you are looking for.

2026: Get the Government to Pay You for Hiring Your Child

You can pay your child to work in your business—and get paid for paying your child. Yeah, we know. You think this sounds too good to be true, but it’s true. For how the government pays you and why this works, read this article.

Drive Time Increases Odds of Deducting Rental Property Losses

Your rental properties provide tax shelter when you can deduct your losses against your other income. One step to deducting the losses is to pass the tax code’s 750-hour test, and one step to finding the hours you need may be your drive time. Here are the 2026 rules, the cases that let you count the drive time, and the second loss limit waiting for you after you pass the test.

2026 Section 199A: Is Your Service Business Out of Favor?

The Section 199A deduction is permanent now, and for 2026 the income thresholds are higher and the phase-in range is 50 percent wider than it used to be. That matters most if you run an out-of-favor specified service trade or business. This article gives you insights. It covers the consulting definition and the de minimis rules that let you split one business into two.

2026 Paid Family Leave Credit: Does the Owner Qualify?

The paid family and medical leave credit is permanent now, and for 2026 there is a second way to compute it that can pay you tax dollars in a year when not one employee takes a day of leave. But whether you, the owner, can create a credit on your own leave comes down entirely to your choice of entity.

2026 Tax Guide to Deducting Long-Term Care Insurance

You can protect yourself against the financial consequences of chronic illness or disability by purchasing long-term care insurance. The premiums are not cheap, but tax law may let you write off some or all of the cost. Which of the three possible deductions you get depends on your choice of business entity, and the 2026 numbers and rules make getting it right matter more than ever.

Three Tests That Decide Your Self-Employed Health Insurance Deduction

The self-employed health insurance deduction reduces adjusted gross income without requiring you to itemize, but it turns on three tests that are easy to fail: (1) whether the plan is established under your business, (2) whether you were eligible for subsidized employer coverage in a given month, and (3) whether the policy is medical care insurance in the first place. Here is how each test applies to S corporation owners, partners, and sole proprietors.

How the Pungs Lost a $194,400 Home over $2,242

The U.S. Supreme Court held that property owners whose property is sold for unpaid property taxes are entitled to the surplus proceeds from the sale but not to the property’s fair market value. As long as the sale is fairly conducted, the auction price measures just compensation, even when the property sells for a fraction of what it is worth. For how this works, and why you likely want to avoid it, read this article.

When Your Spouse Dies: The Tax and Medicare Hits Arrive Later

The death of a spouse raises your income taxes and your Medicare premiums—but maybe not on the schedule you assume. Federal law lets you file a joint return for the year your spouse dies, and sometimes for two more years after that. Learn the real timeline, the deductions you lose, the Medicare surcharges that follow two years later, and the moves to make while the joint-return window stays open.

 

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