The KIG Strategy Library

Educational insights on health insurance strategy, tax efficiency, and coverage design for entrepreneurs and business owners.

About This Newsletter

Christine Kieffer publishes a weekly newsletter called "What Your CPA Won't Tell You" — a series of educational articles revealing the health insurance and tax strategies that most financial advisors and CPAs overlook or don't discuss with their clients.

Topics include: HSA triple tax advantage strategies, SIMRP tax reduction strategies, private PPO vs. marketplace plan comparisons, self-employed health insurance deductions, and coverage design for entrepreneurs and 1099 professionals.

Articles

The $15,000 Write-Off Self-Employed People Leave on the Table Every Year

Category: Tax Strategy | Published: June 2025

If you are self-employed and paying for your own health insurance, the IRS allows you to deduct 100% of those premiums directly from your gross income — not as an itemized deduction, but as an above-the-line adjustment. Most people either don't know this exists, or they're not applying it correctly.

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