How Tax Rules Shape Your Side Business Hobby episode artwork

EPISODE · Jul 21, 2026 · 9 MIN

How Tax Rules Shape Your Side Business Hobby

from The Tax Policy Podcast with Fexingo: Income Tax, Corporate Tax, and Fiscal Conversations · host Fexingo

Lucas and Luna dig into the IRS's 'hobby loss' rule, which can turn a money-losing side business into a personal expense nightmare. They walk through the nine-factor test the IRS uses to decide if your Etsy shop or dog-walking gig is a real business or just a fun hobby. They focus on the 2017 Tax Cuts and Jobs Act change that eliminated a key safe harbor and look at a real 2025 Tax Court case involving a vintage toy seller in Portland who lost $28,000 in deductions. Lucas explains why the IRS cares, how the 'profit motive' presumption shifted, and what you need to document today to avoid a clawback. Luna asks the practical questions about filing Schedule C versus hobby income, and when it's worth hiring a tax pro. If you've ever wondered whether your weekend hustle counts as a business, this episode is for you. #HobbyLossRule #SideHustle #TaxCourt #IRS #ScheduleC #ProfitMotive #TaxDeductions #SmallBusiness #FreelancerTaxes #TaxTips #EtsySeller #GigEconomy #TaxPolicy #Economics #FexingoBusiness #BusinessPodcast #TaxPodcast #FinancialLiteracy Keep every episode free: buymeacoffee.com/fexingo

Episode metadata supplied by the publisher feed · Published Jul 21, 2026

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How Tax Rules Shape Your Side Business Hobby

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This episode was published on July 21, 2026.

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