Subscribe Now For A Free Five Step Tutorial
Get a free five-part email course that shows you how to find, validate, and launch your side hustle idea — no experience required.
Download by month
Take October 2026 with you
Includes this episode. Save the whole month or choose the ones you want.
One ZIP with separate MP3 files. Keep this tab open while it prepares.
Taxes stress almost everyone out. Today's caller started a new side hustle that lost money this year, and he's wondering if there's a silver lining. I'm no tax expert, so check with a professional, but the answer here is mostly good news.
Hi Chris, this is David from Denver. I know you say not to spend much money on an unproven idea, but it was hard for me to get going without investing some cash. So far I've spent about $2,000, and the business won't make a profit this year. Can I deduct those expenses on my federal income tax return?
Yes, often you can. Normally you start with gross income, list your expenses as deductions, and arrive at a net income that gets taxed. In your case, the expenses outweigh the income, so you show a loss instead of a profit. That's common. I looked it up, and roughly 2 million Americans file a small business loss every year, so it isn't unusual and it doesn't necessarily raise red flags. If you aren't sure which expenses qualify, ask a tax advisor.
One caution. You can't claim losses forever. If they continue too long, the IRS may decide your business is a hobby, and hobby expenses generally aren't deductible. The fix is to turn a profit. Under the IRS safe harbor rule, a profit in at least three of five consecutive years means the IRS assumes you're in it for profit. Fun fact: horse training, breeding, and racing only need a profit in two of every seven years.
Have a question? Visit SideHustleSchool.com/questions.