Steer Clear of These Side Hustle Tax Errors

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Earning extra income feels great—until tax season hits and you’re blindsided by a massive bill. The good news? You can keep more of your side hustle money with the right tax strategy.

The side hustle economy has exploded recently, with millions of Americans turning to gig work, freelancing, and online businesses to supplement their income.

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Understanding Your Tax Obligations

Understanding side hustle taxes will help protect your hard-earned money from unexpected tax bills and penalties. 

If you find tax management challenging, some of the best tax relief companies can help you navigate these obligations while maximizing your earnings. This article will walk you through essential tax strategies and common pitfalls, helping you keep more of your side hustle earnings while staying compliant with tax laws.

Self-Employment Tax Basics

Earning income through a side hustle is typically classified as self-employment income. This means you’re responsible for paying 100% of self-employment taxes, including Social Security and Medicare.

As of 2025, the self-employment tax rate is 15.3% on net earnings, which can significantly impact your overall tax liability. In contrast, employees must only pay half of this tax (7.65%).

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Income Reporting Thresholds

It’s vital to understand the income reporting thresholds for self-employment. You must report this income on your tax return if you earn $400 or more from your side gig in a year. This requirement applies regardless of whether you receive a 1099 form from a client or platform.

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Quarterly Estimated Tax Payments

Unlike traditional employees who have taxes withheld from their paychecks, self-employed individuals often need to make quarterly estimated tax payments to avoid penalties. The IRS expects you to pay taxes on your earnings as you receive them, so setting aside money throughout the year is essential.

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Common Tax Mistakes for Side Hustlers

1. Underreporting Income

One of the most significant mistakes side hustlers make is underreporting their income. It’s vital to track all earnings meticulously, including cash payments and income from platforms that may not issue 1099 forms. Failing to report all income can lead to penalties and interest charges from the IRS.

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2. Overlooking Deductions

Many side hustlers miss out on valuable deductions that can reduce their taxable income:

  • Home office deduction: If you use part of your home exclusively for your side hustle, you may qualify for a home office deduction.

  • Vehicle expenses: If you use your vehicle for business purposes, you can deduct either the standard mileage rate or actual expenses.

  • Business supplies and equipment: Keep receipts for any supplies or equipment purchased for your side hustle, as these expenses are deductible.

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3. Mixing Personal and Business Finances

Mixing personal and business finances can complicate record-keeping and make it challenging to track deductible expenses. It’s advisable to maintain separate bank accounts and credit cards for your side hustle. This practice simplifies accounting and provides clear documentation in case of an audit.

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Maximizing Tax Deductions

Understanding what deductible expenses are is key to maximizing your tax savings as a side hustler. By identifying eligible deductions and maintaining proper records, you can significantly reduce your taxable income and keep more of your earnings. 

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Common Deductible Expenses for Side Hustlers

  • Home office deduction: If you use part of your home exclusively for your side hustle, you can deduct a portion of your rent, mortgage interest, property taxes, utilities, and maintenance costs based on the percentage of your home used for business.

  • Vehicle expenses: You can deduct either the standard mileage rate (set annually by the IRS) or actual vehicle expenses such as fuel, repairs, insurance, and depreciation. Keep a detailed mileage log to track business use.

  • Internet and phone expenses: Deduct the portion of your internet and phone bills that are used for business purposes. For example, you can claim that percentage if 50% of your usage is for work.

  • Business supplies and equipment: Items like office supplies, software subscriptions, and equipment (e.g., laptops) are deductible. Larger purchases may need to be depreciated over several years rather than deducted immediately.

  • Advertising and marketing costs: Any money spent promoting your side hustle—such as social media ads or website hosting—is fully deductible as a business expense.

  • Professional fees: Fees paid to accountants or tax advisors related to your side hustle are deductible as business-related costs.

  • Travel and meals: Business-related travel expenses like airfare, lodging, and meals (limited to 50% of the cost) can be deducted if they are directly tied to your side hustle activities.

  • Licenses and subscriptions: Costs for professional licenses or subscriptions to industry-specific tools or publications are also deductible as necessary business expenses.

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5 Strategies for Tracking and Categorizing Expenses

To maximize deductions while staying compliant with tax regulations, consider these strategies:

  1. Separate business and personal finances: Open a dedicated bank account and credit card for your side hustle to simplify tracking expenses and avoid mixing personal transactions with business ones.
  2. Use digital tools: Leverage accounting software like QuickBooks or apps like Expensify to track expenses in real-time and categorize them automatically for easier reporting.
  3. Keep detailed records: Save all receipts, invoices, and proof of payment for business-related expenses. For vehicle deductions, maintain a mileage log that includes dates, destinations, purposes of trips, and distances traveled.
  4. Create a filing system: Organize receipts into categories such as “travel,” “office supplies,” or “marketing” so they’re easy to locate during tax season or in case of an audit.
  5. Track depreciation: For larger purchases requiring depreciation over time (e.g., equipment), maintain a schedule showing annual deductions and proof of purchase.

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Tax-Saving Strategies To Consider

Choosing the Right Business Structure

The structure of your business can significantly affect your tax obligations:

  • Sole Proprietorship: Easiest and most common structure but offers no liability protection.

  • Limited Liability Company (LLC): Provides liability protection while allowing pass-through taxation.

  • S-Corporation: This can help reduce self-employment taxes but involves more paperwork.

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Retirement Savings Options

Setting aside money for retirement is crucial, even when working a side gig. Consider these options:

  • Solo 401(k): Allows contributions up to $69,000 in 2024 ($76,500 for those age 50 or older) depending on income.

  • Simplified employee pension plan (SEP) IRA: This lets you contribute up to 25% of your net self-employment income.

  • Traditional and Roth IRA Contributions: Both options offer different tax advantages depending on your current financial situation.

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Health Insurance Considerations

If you’re self-employed, you may qualify for the self-employed health insurance deduction, which allows you to deduct premiums paid for health insurance coverage.

Additionally, consider Health Savings Accounts (HSAs) if you’re enrolled in a high-deductible health plan. The contributions are tax-deductible, and withdrawals for qualified medical expenses are tax-free.

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Planning for Taxes Throughout the Year

  • Setting aside money for taxes: To avoid surprises at tax time, set aside 25% to 30% of your side hustle income throughout the year for taxes. This proactive approach helps ensure you have enough funds available when it’s time to file.

  • Adjusting W-4 withholdings from your primary job: If your side hustle significantly increases your overall income, consider adjusting your W-4 withholdings at your primary job to account for additional tax liabilities.

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When to Seek Professional Help for Side-Hustle Taxes

Managing taxes, especially with a side hustle, can be complex. Knowing when to enlist expert assistance can save you time, reduce stress, and optimize your tax outcomes. Here’s when you should consider consulting a tax professional and the advantages they offer.

Signs You May Need a Tax Professional

  • Complex financial situations: Consider getting help if you have multiple income sources, rental properties, investments, or if your side hustle earnings add too much complexity to your tax situation.

  • Major life changes: Events like marriage, divorce, parenthood, or homeownership often require tax strategy adjustments best handled by a professional.

  • Business ownership: If you’re self-employed or own a business, a tax advisor can help you choose the proper structure and stay compliant with ever-changing tax laws.

  • Audit notices: Receiving an audit notice from tax authorities warrants immediate professional help to navigate the process effectively.

  • Uncertainty about deductions: A professional can identify potential savings if you’re unsure about claiming all eligible deductions or credits.

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Benefits of Working with an Accountant or Tax Advisor

  • Optimized tax outcomes: A tax professional can uncover overlooked deductions and credits, maximizing your refund or minimizing your tax bill.

  • Reduced errors and penalties: Professionals ensure accurate tax filings, helping you avoid costly mistakes and penalties.

  • Time savings: A professional lets you focus on your side hustle or other priorities by handling tax preparation.

  • Up-to-date expertise: Tax advisors stay informed about changing tax laws, providing tailored strategies and proactive planning advice.

  • Audit assistance: In case of an audit, a professional can provide guidance and representation, alleviating stress and protecting your interests.

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Recent Tax Law Changes Affecting Side Hustlers

Staying updated on tax law changes is crucial for side hustlers. Here are the key things to know:

  • Payment platform reportingStarting in 2025, platforms like PayPal and Venmo must report your earnings to the IRS if you make over $5,000. This threshold is expected to decrease to $2,500 in 2026 and $600 in 2027, making income tracking more important than ever, but implementation of this decrease has been delayed and may change.

  • Record keeping matters moreEven if you don’t receive a 1099-K form, you’re still responsible for reporting all income. Keep detailed records of your earnings throughout the year, regardless of the amount.

  • Tax bracket adjustments: The IRS adjusts tax brackets yearly for inflation. These changes can affect how much tax you owe, especially if your side hustle income pushes you into a higher bracket.

  • Standard deduction updates: For 2024, the standard deduction increased to $14,600 for single filers ($15,000 for 2025) and $29,200 for married couples filing jointly ($30,000 for 2025). Know these numbers to make informed decisions about itemizing deductions.

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FAQs

What are the most common tax mistakes people make with side hustles?

Common mistakes include underreporting income, overlooking deductions, mixing personal and business finances, and failing to make estimated tax payments throughout the year.

What are some common side hustles?

Popular side hustles include freelance writing, graphic design, ride-sharing services (like Uber), renting property on platforms like Airbnb, tutoring, pet sitting, and selling products online through platforms like Etsy or eBay.

Bottom Line: Keep Hustling While Staying Tax Compliant

Managing side hustle taxes might seem overwhelming initially, but breaking it down into manageable steps makes it much more approachable. Start by separating your business and personal finances, tracking all income and expenses, and regularly setting aside money for taxes.

Consider working with one of the best tax relief companies as your side hustle grows to ensure you maximize deductions while staying compliant with tax laws.

This article originally appeared on Bestmoney.com and was syndicated by MediaFeed.org

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