"Health Insurance Application Does Not Control Your Tax Deduction" To get my complete, FREE articlewith all the details… The fine print on your health insurance application may sound alarming—but it doesn't necessarily determine your tax deduction. Here are three quick takeaways: To get the full story don’t miss my latest issue of the Tax Reduction … [Read more...]
Medical (for 105 plans see Section 105 medical plan)
Sorted by Date
The 3-test Check for Your Health Insurance Deduction
The 3-test Check for Your Health Insurance Deduction To get my complete article with all the details… You pay for your own health insurance as a sole proprietor, partner, or S corporation owner and assume the deduction is automatic. It isn't — three separate tests decide whether those premiums count for the self-employed health insurance deduction. One test alone … [Read more...]
Deducting Your Personal Long-Term Care Insurance: The 2026 Rules
Deducting Your Personal Long-Term Care Insurance: The 2026 Rules To get my complete article with all the details… Long-term care insurance is a smart hedge against chronic illness, but most business owners pay for it the wrong way and hand the tax code an easy excuse to cap the deduction. How much of that premium you can deduct depends entirely on your business … [Read more...]
2026 Paid Family Leave Credit: Does the Owner Now Qualify?
2026 Paid Family Leave Credit: Does the Owner Now Qualify? To get my complete article with all the details… The paid family and medical leave credit just became permanent, and the rules around it changed enough that it's worth a second look even if you dismissed it before. Thanks to the One Big Beautiful Bill Act there’s an improved deal for some business owners: two … [Read more...]
S Corp. Owners: Don’t Miss These Overlooked Health Deductions
S Corp. Owners: Don't Miss These Overlooked Health Deductions To get my complete article with all the details… Most S corporation owners know how to handle medical insurance. But what about dental, vision, and Medicare premiums? The answer could mean the difference between an above-the-line deduction and little—or no—tax benefit. Here are three reasons this … [Read more...]