3581 Q&A

Q&A: “Can you deduct side hustle losses from income taxes?”

A listener who has spent about $2,000 on a business that won't turn a profit this year wants to know whether he can deduct those losses.

0:00

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

21 episodesChecking download size…

Includes this episode. Save the whole month or choose the ones you want.

Choose episodes

One ZIP with separate MP3 files. Keep this tab open while it prepares.

Looking for another month?Browse all months

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.

Find your side hustle

Search 450 real case studies by income, difficulty, and business model. The Side Hustle Finder helps you skip the browsing and find ideas that actually match your situation.

Explore the Finder →
Side Hustle book
From the Host

Side Hustle: From Idea to Income in 27 Days

The step-by-step guide behind many of the stories on this show. Find your idea, validate it, and start earning — no experience required.

See all books →

Keep in Touch

Chris Guillebeau speaking to a packed crowd

There's a new story every single day on Side Hustle School. Episodes are produced to be short and to the point — I know you're busy. Be sure you subscribe to get a weekly recap of each episode!

Email hello@chrisguillebeau.com
Say Hi From your favorite airport

To infinity and beyond,
Chris Guillebeau