Are long-term care (LTC) insurance premiums tax-deductible? It depends. Qualified LTC policies are considered health insurance under federal income tax rules. So if you buy a policy, your premiums are treated as medical expenses for itemized deduction purposes.
Make the Most of Your HSA Tax Benefits
If you’re eligible to contribute to a Health Savings Account (HSA), consider taking a closer look at your contribution strategy. You may be able to reduce your 2026 taxes while strengthening your long-term financial security. Although many people use HSAs to pay current medical expenses, they can also help fund retirement.
Let’s Trade! Business Bartering Is Still Taxable
Trading items or services — without exchanging cash — has long been common among small businesses. Today, some use online barter exchanges to facilitate trades. In addition to preserving cash flow, these types of transactions may expand your purchasing power, help you move overstocked inventory, and increase your business’s exposure to new markets. But bartering isn’t tax-free. For tax purposes, bartering is treated the same as being paid in cash.
Tax-Free Fringe Benefits for Employees: 2027 Guide
To attract and retain skilled workers, your small business needs to offer more than competitive pay. Your benefits package matters, too — and benefits with favorable tax treatment can be even more valuable to prospective and existing employees. Open enrollment is right around the corner for many businesses. As you review your benefits package for 2027, here are some benefits worth considering.
Small Business Tax Planning: Maximize Your Credits and Deductions
Keeping more of your hard-earned revenue isn’t just about making sales; it’s about strategic, year-round tax planning. For small business owners, understanding how tax credits and tax deductions work together can mean the difference between paying a steep year-end tax bill and pocketing substantial savings.
September 2026 Tax Due Dates
September 15 Individuals: Pay the third installment of 2026 estimated tax if your withholding is not expected to cover enough of your tax. Calendar-year corporations: Pay the third installment of 2026 estimated income tax. Corporate deposits generally must be made …
Strategic Tax Planning: Key Factors When Selling a Business
Summary: Tax Essentials for Selling Your Business
In a qualifying asset sale of a trade or business, federal tax law generally treats the transaction as a sale of separate assets. A stock or ownership-interest sale is analyzed differently, except where a special deemed-asset-sale rule applies.
Tax Rules for Divorce and Alimony Payments
Divorce is one of life’s most challenging transitions, bringing emotional and financial changes that can have lasting consequences. While dividing assets and planning for the future often take center stage, many people overlook how divorce or legal separation can affect their taxes.
Plan Now for Deferring Tax on Advance Payments
With year-end approaching, now is a good time to review strategies that could affect your business’s 2026 tax liability. One area that may deserve attention is the tax treatment of advance payments. Some accrual-basis businesses may be able to defer recognizing a portion of that income.
When an Employee’s Form W-4 Raises Red Flags
Your employees use Form W-4, “Employee’s Withholding Certificate,” to tell you how much federal income tax to withhold from their pay. Most forms are routine, but an altered certificate, unusual accompanying statement, or IRS lock-in letter may require special handling.
Knowing how to respond can help your business meet its withholding obligations without becoming involved in an employee’s personal tax dispute.