Self-employed workers can deduct 100% of their health insurance premiums from both income tax and self-employment tax in 2026. This guide covers what qualifies (medical, dental, vision, Medicare), how to claim it on Form 1040 Schedule 1, spouse coverage rules, and how Marketplace subsidies interact with the deduction.
The 2026 estimated tax deadlines are April 15, June 15, September 15, and January 15, 2027. Missing a quarterly payment can trigger an 8-9% penalty, but the safe harbor rule lets you pay 100% of last year's tax to avoid penalties entirely. Here's a full breakdown for self-employed workers.
The One Big Beautiful Bill Act brings three major tax changes for freelancers in 2026: a permanent QBI deduction worth up to 20% of business income, a raised 1099 threshold from $600 to $2,000, and new deductions for tips, overtime pay, and auto loan interest. Here's what every self-employed worker needs to know to save money this tax season.
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