My first year of side hustling, I made $18K from DoorDash and thought I was golden. Filed a basic return, claimed almost nothing, and moved on with my life. Then the IRS sent me a letter — $1,800 underpayment penalty, plus a total tax bill that was $6K more than I expected. Nobody told me I was also my own employer. That experience broke something in me — in a good way. I became the guy who reads IRS publications for fun on Saturday mornings.

Two years later, I ran Keeper Tax against my bank statements and it flagged $2,100 in deductions I'd been missing. Mileage I never logged. A chunk of my internet bill. Software subscriptions I forgot were business expenses. That $2,100 would have saved me roughly $630 in taxes — money I just handed to the government because I didn't know any better.

This guide covers every deduction I've personally used or researched for my side hustles, plus the ones I wish someone had told me about in year one. Everything here goes on Schedule C of your personal return (or as above-the-line deductions on Schedule 1), and all of it has been reviewed by a CPA — because I'm not one, and I don't pretend to be.

How Side Hustle Deductions Work

Before I get into the specific deductions, here's the framework that took me embarrassingly long to understand. The IRS lets you deduct any expense that is both ordinary (common in your type of business) and necessary (helpful and appropriate). You don't need to prove the expense was absolutely essential — just that it was reasonable and connected to what you do for money.

All of this goes on Schedule C (Profit or Loss from Business), which attaches to your Form 1040. Your net profit from Schedule C — income minus deductions — is what gets taxed. That means every legitimate deduction directly reduces the income that gets hit with both income tax and self-employment tax. When I finally understood this, I went back and looked at my first return. I'd left at least $3,200 in deductions unclaimed. I sat at my desk for a solid 23 minutes just staring at the screen.

You need records. Bank statements, receipts, invoices, mileage logs, contracts — any of these work. You don't submit them with your return, but if the IRS asks, you'd better have them. My rule: if I can't explain why I spent the money in one sentence and show a bank record to back it up, I don't deduct it. It's not worth the $47 you'd save to spend three months arguing with the IRS.

Home Office Deduction

I avoided this deduction for my entire first year because I thought it was an audit magnet. It's not — as long as you're honest about the space. The rule is simple: you need a space in your home used regularly and exclusively for business. It doesn't need to be a whole room. I converted the back corner of my bedroom into a 140 square foot office — desk, monitor, filing cabinet, and a cheap bookshelf from Target. That corner is only for work. I don't eat there, I don't watch TV there, my kids don't do homework there.

Key Point
You CAN claim the home office deduction even if you have a W-2 job, as long as the space is used exclusively for your side hustle. Having a day job does not disqualify you. What matters is that the space is dedicated to your self-employment activity.

Two methods for calculating it, and the right one depends on your situation:

Simplified Method

Multiply your workspace square footage (up to 300 sq ft) by $5. Maximum deduction: $1,500/year. No tracking actual expenses, no calculating percentages. For my 140 sq ft office, that's $700. Easy to claim, hard to mess up — but you might be leaving money on the table.

Regular Method

Divide your office square footage by your total home square footage to get a business-use percentage, then apply that percentage to actual housing expenses — rent or mortgage interest, property taxes, utilities, insurance, repairs, depreciation. More paperwork, but the numbers can be dramatically better.

I ran both calculations last year. My 140 sq ft in a 1,450 sq ft house gives me a 9.66% business-use percentage. Applied to my actual housing costs, the regular method came out to $1,450 — more than double the $700 I'd get with the simplified method. That's an extra $750 in deductions, or roughly $225 in tax savings, just for keeping better records. I use the regular method now.

Vehicle and Mileage

This one nearly cost me. My first year doing DoorDash, I didn't track mileage at all — I just drove. When tax time came around, I panicked and tried to reconstruct three months of mileage from my Google Maps timeline history. It took me an entire weekend, the numbers were sketchy at best, and I still wasn't confident enough to claim all of it. I left hundreds of dollars in deductions on the floor because I couldn't back them up. Never again — I use a tracking app from day one now.

You get two options: the standard mileage rate or actual vehicle expenses. You pick one and generally stick with it for the life of that vehicle.

The standard mileage rate for 2026 is 72.5 cents per mile. That covers gas, insurance, depreciation, maintenance — everything. Just multiply business miles by the rate. If you drove 4,800 miles for your side hustle, that's 4,800 x $0.725 = $3,480. For most side hustlers driving a normal car, this is the better method and it's far simpler.

The actual expense method means tracking every vehicle cost — gas, insurance, repairs, depreciation, lease payments — and multiplying the total by your business-use percentage. This only makes sense if you drive something expensive or your repair bills are unusually high. For a 2019 Camry doing DoorDash runs, the standard rate wins every time.

Three rules that will save you from yourself:

Internet, Phone, and Utilities

This is one of those deductions where I spent my first two years doing it wrong, then found a shortcut that made the whole thing painless.

If you use your personal internet or phone for your side hustle, you can deduct the business-use percentage. The IRS doesn't expect a separate business internet line — they just want a reasonable estimate. Think about how many hours per day you use the service for work versus personal stuff. If it's roughly 3 hours of work and 7 hours of Netflix, your business percentage is about 30%.

What that looks like in actual dollars:

Expense Monthly Cost Business % Monthly Deduction Annual Deduction
Internet $80 30% $24 $288
Personal phone (split) $100 30% $30 $360
Dedicated business line $10 100% $10 $120

See that last row? That's my move. I got a $10/month Lyca Mobile prepaid line — it's exclusively for business calls and texts. Because it's 100% business use, I deduct the whole thing. No estimating percentages, no justifying to the IRS why I think 30% of my personal phone is "business." I still deduct a portion of my personal phone for things like email and Slack, but having a dedicated line for calls simplified everything. For a step-by-step walkthrough of how to calculate the deductible portion, see our guide on how to deduct your phone bill as a business expense. See our guide to the best cheap phone plans for side hustlers for options.

One thing to watch: if you claim the home office deduction using the regular method, a portion of your electricity is already baked into that calculation. Don't double-count it.

Software and Subscriptions

This is the deduction category I was most guilty of ignoring. Not because I didn't know software was deductible — I did, in theory — but because I was paying for six or seven subscriptions and just never bothered to add them up. When I finally sat down and listed everything, it came to over $1,100 for the year. That's real money.

I'll tell you which ones I actually use and deduct: QuickBooks Self-Employed ($180/year — took me about 2 hours to set up, but it saved me at least 10 hours at tax time), Google Workspace ($84/year), Canva Pro ($120/year), my domain registrations, and hosting. All of it goes on Schedule C.

The full list of what qualifies:

If a subscription does double duty — business and personal — deduct only the business percentage. If you pay for Adobe Creative Cloud but only use Illustrator for client work and Lightroom for vacation photos, be honest about the split. Don't bother deducting something you can't defend if asked. YouTubers and influencers have additional deductions most people miss — see our tax deductions guide for content creators.

Health Insurance Premiums

I don't have an S-corp, so the way this deduction works for me is pretty straightforward — but it's one of the biggest ones available if you qualify. If you pay for your own health insurance (medical, dental, vision) and you're not eligible for coverage through an employer's plan — including a spouse's employer plan — you can deduct the full cost of your premiums.

This is an above-the-line deduction, taken on Schedule 1 of your 1040 rather than Schedule C. Same practical effect — it reduces your adjusted gross income. But here's the catch that tripped me up: it does not reduce your net self-employment income for SE tax purposes. So you still pay SE tax on the full amount. That felt like a gut punch when I first figured it out, but the income tax savings alone make it worth claiming.

The deduction caps at your net self-employment income. If your side hustle netted $10,000 and your premiums were $12,000, you can only deduct $10,000. The remaining $2,000 doesn't carry over — it's just gone. It also applies to premiums for your spouse, dependents, and children under 27 even if they're not your dependents.

Retirement Contributions

I'll be honest — I didn't set up a retirement account for my side hustle income until year three. I was so focused on quarterly taxes and not getting penalized again that retirement felt like a problem for future Bruce. But once I ran the numbers, I realized I'd been missing one of the best tax deductions available. Every dollar you put into a SEP IRA or Solo 401(k) comes straight off your taxable income.

How the two options compare:

Feature SEP IRA Solo 401(k)
Employee Contribution Limit N/A $24,500 (2026)
Employer Contribution Limit 25% of net SE income 25% of net SE income
Total Maximum $72,000 (2026) $72,000 combined (2026)
Catch-Up (50+) None $8,000 additional
Setup Complexity Very simple Moderate
Best For Simplicity, high income Maximizing contributions

The Solo 401(k) is more powerful because it lets you contribute as both the employee and the employer. On $25,000 in net side hustle income, you could put away up to $24,500 as the employee contribution plus roughly $4,632 as the employer contribution (25% of net SE income after the SE tax deduction) — about $29,132 total in tax-deductible retirement savings. That's a massive chunk of income you're sheltering.

The SEP IRA is simpler — I set mine up in about 15 minutes through Fidelity — but it only allows the employer contribution (25% of net SE income). On lower side hustle income, that limits you. If your net is $20,000, you're capped at roughly $5,000 with a SEP. With a Solo 401(k), you could put away $24,500 plus the employer portion. The difference is enormous.

Education and Professional Development

You can deduct education that maintains or improves skills you already use in your business. I deducted a $249 Udemy course bundle on SEO and content writing last year — it directly applies to what I do. No question about it.

What qualifies:

The critical distinction: it must relate to your current business. A freelance web developer taking an advanced JavaScript course? Deductible. That same developer taking nursing school classes? Not a chance. The IRS draws a hard line between "getting better at what you do" and "training for a new career." If you're not sure which side your course falls on, that's a question for a CPA — not a blog post.

Marketing and Advertising

Anything you spend to get clients or customers counts. Your domain registration, hosting, and website theme. Facebook ads, Google Ads, business cards, flyers. Your Mailchimp or ConvertKit subscription. Etsy listing fees and Fiverr seller fees. SEO tools like Ahrefs or Semrush if you use them to grow your business online.

I paid $150 for a logo design on Fiverr in my first year and almost forgot to deduct it — that would have been about $45 in taxes I didn't need to pay. Now I keep a running list in QuickBooks of every marketing expense the moment it hits my Relay business account. Even the small stuff — a $12 stock photo, a $7 social media scheduling tool — it all adds up. My marketing deductions last year came to $873, which saved me roughly $262.

Professional Services

Here's a deduction that pays for itself: the money you spend on people who keep you from making expensive mistakes. After my $1,800 penalty disaster, I started paying a CPA $350 to review my Schedule C before I file. That $350 is deductible, and last year she caught a deduction I'd miscategorized that would have cost me $180 in an audit. So the $350 CPA bill effectively cost me $170 after the deduction — and saved me from a potential $180 problem. The math works out.

What's deductible here:

If your tax preparer charges a flat fee covering your personal return and Schedule C, ask them to itemize it. The business portion is deductible; the personal portion isn't. Most preparers will split the bill if you ask — mine charges $350 total and breaks it out as $200 for the Schedule C work and $150 for the personal return.

Often Overlooked Deductions

These are the deductions that Keeper Tax found when I wasn't finding them myself. Most side hustlers don't know about them or just forget to claim them — and they add up faster than you'd think.

Deductions You Cannot Take

I see people in side hustle Facebook groups try to deduct the wildest things. What doesn't fly — and I've been tempted by a couple of these myself:

A Word on Audit Risk
Claiming aggressive or unsupported deductions is one of the fastest ways to trigger an IRS audit. Common red flags include a home office deduction that seems disproportionately large relative to your income, claiming 100% business use of a vehicle, and reporting losses year after year. Stick to deductions you can clearly document and defend. When in doubt, consult a tax professional. The cost of a CPA's advice is itself deductible.

The bottom line: I left thousands of dollars on the table in my first two years because I didn't know what I could claim. You don't have to make the same mistake. For a broader view of how side hustle taxes work, see our complete side hustle tax guide. If you need help organizing your receipts and expenses, read our guide on tracking side hustle income and expenses. And if you're wondering whether forming an LLC could give you additional tax benefits, check out our LLC guide for side hustlers.

For automated expense tracking and deduction finding — the thing that found my missing $2,100 — see our Keeper Tax review.

Frequently Asked Questions

Can I deduct expenses if I don't have an LLC?

Yes. You do not need an LLC, S-corp, or any formal business structure to deduct business expenses. Sole proprietors report income and deductions on Schedule C of their personal tax return. The IRS cares about whether the expense is ordinary and necessary for your business, not what legal entity you operate under.

What if my side hustle loses money after deductions?

If your legitimate business expenses exceed your income, you have a net loss that can offset other income on your tax return, such as W-2 wages. However, if you report losses year after year, the IRS may reclassify your activity as a hobby rather than a business, which eliminates your ability to deduct expenses. Generally, showing a profit in three out of five years helps establish that your activity is a business.

Do I need receipts for every deduction?

Not physical receipts, no. Bank statements, credit card statements, invoices, mileage logs, and digital records all work. For expenses under $75, the IRS does not strictly require a receipt. For meals and travel, document the business purpose — a quick note in your accounting app is enough.

Can I deduct my home internet if I also use it personally?

Yes, the business-use percentage. Estimate how much of your usage is work-related — if it's 30%, deduct 30% of the bill. Same principle for your phone. Or get a separate $10/month business phone line and deduct 100% of it, which is what I do.

Is tax preparation software a deductible expense?

Yes.

Bruce Samuels

Bruce Samuels

Personal Finance Writer

Bruce Samuels is a personal finance writer and side hustle practitioner based in DeSoto, Texas. After 12 years in logistics management, he transitioned to full-time freelancing and manages three active income streams. He writes about side hustle finances from firsthand experience.

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Related reading: The Complete Side Hustle Tax Guide | How to Track Income & Expenses | Side Hustle LLC Guide | Keeper Tax Review