How the Self-Employed Health Insurance Deduction Works in 2026 episode artwork

EPISODE · Jun 27, 2026 · 8 MIN

How the Self-Employed Health Insurance Deduction Works in 2026

from The Tax Strategy Podcast with Fexingo: Tax Planning, Deductions, and Saving Money on Taxes · host Fexingo

Lucas and Luna break down the self-employed health insurance deduction, a valuable write-off for freelancers, gig workers, and small business owners. In this episode, they explain how the deduction works for 2026, including the rules around eligibility, the interaction with the premium tax credit, and a key trap: you cannot also claim the deduction if you are eligible for subsidized coverage through a spouse's employer plan. They walk through a concrete example: a freelance graphic designer earning $85,000 who pays $620 per month in premiums. Lucas notes that the deduction reduces adjusted gross income but not self-employment tax, and Luna highlights the common mistake of double-dipping with the itemized medical expense deduction. They also discuss how the deduction interacts with Health Savings Account contributions. No hot takes, just clear, practical guidance for anyone filing Schedule C. #SelfEmployedHealthInsuranceDeduction #SelfEmploymentTax #FreelancerTaxTips #ScheduleC #HealthInsuranceDeduction #AGI #PremiumTaxCredit #HSAContributions #TaxDeductions2026 #SoloBusinessOwner #GigEconomyTax #MedicalExpenseDeduction #TaxStrategy #FexingoBusiness #BusinessPodcast #Finance #TaxPlanning #PodcastEpisode Keep every episode free: buymeacoffee.com/fexingo

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How the Self-Employed Health Insurance Deduction Works in 2026

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This episode was published on June 27, 2026.

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