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Tax benefits of sole proprietors: The pros and cons of keeping your business simple

By Wave
By Wave
February 17, 2026
5 minutes read

Being a sole proprietor can simplify running your business — and your taxes! But are you taking advantage of all the ways to save money? From deductible expenses to flexible tax rules, understanding how sole proprietor taxes work can help you keep more of what you earn. It’s no wonder this is one of the most popular business structures for freelancers and small business owners — it’s straightforward, low-cost, and easy to start.

At first, navigating taxes might feel overwhelming, but don’t worry — we’re here to break it all down for you. In this guide, we’ll explain the tax perks of being a sole proprietor, how to file, the deductions you shouldn’t miss, and simple tips to stay organized.

Managing your finances doesn’t need to be a headache. With the right tools, like Wave, you can keep everything on track from day one and make tax season a breeze.

Why sole proprietorships are popular for small businesses

Starting a business comes with some big decisions, and choosing your business structure is one of the first. For many freelancers, consultants, and solopreneurs, a sole proprietorship is the go-to choice. Why? Because it’s the simplest way to operate a business.

Here’s why small businesses love sole proprietorships:

  • Simple setup: No complicated paperwork or legal steps here. If you’re doing business, you’re already a sole proprietor. It’s easy, affordable, and hassle-free to get started.
  • Full control: You’re the boss. All decisions, finances, and operations are yours to manage without consulting anyone else.
  • Tax simplicity: Sole proprietorship income is reported directly on your personal tax return, avoiding the double taxation corporations face.
  • Savings potential: You can claim business deductions that lower your taxable income, meaning more money stays in your pocket.

With a bit of organization, handling your finances as a sole proprietor can be simple. When your income and expenses are properly tracked, you’ll be in a great position to take advantage of all the tax benefits available to you.

Understanding sole proprietor taxes

Unlike corporations, a sole proprietorship isn’t taxed as a separate entity. Instead, all your business income and expenses are reported on your personal tax return. This method, called pass-through taxation, keeps things simple and saves you from double taxation.

What is pass-through taxation?

Pass-through taxation means your business profits are treated as your personal income. You report this income on Form 1040 using Schedule C, which outlines your business’s profit or loss. This structure ensures your business income is only taxed once, at your personal income tax rate.

Self-employment taxes

As a sole proprietor, you’re responsible for paying self-employment taxes. The self-employment tax rate is 15.3%, and it consists of two parts: 

  • 12.4% for social security (old-age, survivors, and disability insurance) 
  • 2.9% for Medicare (hospital insurance)

The 12.4% social security portion applies only up to the annual social security wage base (for 2025, $176,100). Higher earners may also owe an additional 0.9% Medicare tax above certain income thresholds. 

The good news? You can deduct half of your self-employment tax when calculating your adjusted gross income (AGI), reducing your overall tax burden. This deduction is an "above-the-line" deduction, meaning you don’t have to itemize to claim it.

Using an accounting tool like Wave’s makes it easy to track income, categorize expenses, and calculate what you owe throughout the year, so there are no surprises at tax time.

Top tax benefits for sole proprietors

Sole proprietorships come with several big tax advantages. Here are the top five to know:

1. Deductible business expenses

One of the best perks of being a sole proprietor is the ability to deduct ordinary and necessary business expenses. These deductions reduce your taxable income, and your tax bill.

Some key deductions include:

  • Home office: Deduct a portion of your rent, mortgage interest, utilities, and more if you use part of your home exclusively for business.
  • Equipment and software: Write off the cost of your tools, like computers, office furniture, and software subscriptions.
  • Business travel: Deduct costs for travel, hotels, and even 50% of business-related meals.
  • Business insurance: Premiums for liability insurance or other policies are fully deductible.
  • QBI deduction: Many sole proprietors may qualify to deduct up to 20% of qualified business income, subject to income and business-type limits.

Pro tip: Keep thorough records of all expenses! Wave lets you easily upload receipts, even on-the-go with your phone, and categorize them so you never miss a deduction.

2. Simpler tax filing

Filing taxes as a sole proprietor is straightforward. You’ll use Schedule C (Form 1040) to report your income and expenses, with the net amount transferring to your personal return. You’ll also file Schedule SE (Form 1040) to calculate self-employment tax. It’s much simpler than the filing process for corporations.

3. Tax-deductible retirement contributions

Planning for the future? Sole proprietors can contribute to retirement accounts like a Simplified Employee Pension (SEP IRA) or Solo 401(k), and those contributions are tax-deductible. 

Contribution limits vary by plan type. For 2025, total contributions to defined contribution plans are subject to an overall annual limit (for example, $70,000 for 2025), and self-employed individuals calculate their maximum using IRS worksheets.

4. Health and insurance deductions

If you pay for your own health insurance, you can deduct premiums for medical, dental, and qualified long-term care for yourself, your spouse, and your dependents. It’s another way to lower your adjusted gross income.

Keep in mind, you can't claim this deduction for any month you were eligible to participate in an employer-sponsored health plan, including your spouse's.

5. Flexibility to maximize savings

As the sole decision-maker, you have the flexibility to make strategic money moves. For example, purchasing equipment before year-end can increase your deductions and reduce your tax bill for the year. This level of control allows you to plan ahead and make the most of the tax benefits available.

Common tax mistakes sole proprietors make 

While sole proprietorships simplify taxes, there are a few common pitfalls to watch for:

  • Not tracking expenses: Small, unrecorded purchases can add up to hundreds or even thousands in missed deductions.
  • Mixing personal and business finances: Always use a separate business bank account to avoid confusion, keep records clean, and avoid any trouble with the IRS.
  • Skipping quarterly taxes: If you owe $1,000 or more in taxes, you’re required to pay estimated taxes quarterly. Missing these can result in penalties. To avoid underpayment penalties, many taxpayers aim to pay at least 90% of the current year’s tax (or 100% of last year’s tax).
  • Overlooking retirement contributions: Many sole proprietors miss out on the tax benefits of investing in a retirement plan like a SEP IRA or Solo 401(k). 

Pro Tip: Wave’s Pro Plan helps you avoid these mistakes by automating transaction categorization, keeping your business finances separate, and providing the reports you need to calculate quarterly tax payments.

starter
Plan
starter
Plan
$0
pro
Plan
$16USD
$20CAD/mo
Option to accept online payments
Starting at
2.9% + $0.60
per credit card transaction
Starting at
2.9% + $0*
per credit card transaction
for first 10 transactions/mo
Unlimited invoices, estimates, bills
Grey checkmark
Blue checkmark
Add your logo and brand colors
Grey checkmark
Blue checkmark
Automate late payment reminders
with online payments
Blue checkmark
Wave mobile app
Grey checkmark
Blue checkmark
Unlimited bookkeeping records
Grey checkmark
Blue checkmark
Dashboard and reports
Grey checkmark
Blue checkmark
Auto-import transactions
Blue checkmark
Auto-merge transactions
Blue checkmark
Auto-categorize transactions
Blue checkmark
Add users
Blue checkmark
Live-person chat and email support
with any paid add-on
Blue checkmark
Digitally capture unlimited receipts
additional fee
Blue checkmark
Payroll
additional fee
additional fee
Hire a bookkeeper
additional fee
additional fee
Option to accept online payments
Starting at
2.9% + $0.60
per credit card transaction
Starting at
2.9% + $0*
per credit card transaction
for first 10 transactions/mo
Unlimited invoices, estimates, bills
Grey checkmark
Blue checkmark
Add your logo and brand colors
Grey checkmark
Blue checkmark
Automate late payment reminders
with online payments
Blue checkmark
Wave mobile app
Grey checkmark
Blue checkmark
Unlimited bookkeeping records
Grey checkmark
Blue checkmark
Dashboard and reports
Grey checkmark
Blue checkmark
Auto-import transactions
Blue checkmark
Auto-merge transactions
Blue checkmark
Auto-categorize transactions
Blue checkmark
Add users
Blue checkmark
Live-person chat and email support
with any paid add-on
Blue checkmark
Digitally capture unlimited receipts
additional fee
Blue checkmark
Payroll
additional fee
additional fee
Hire a bookkeeper
additional fee
additional fee
starter
Plan
$0
Legacy businesses
New businesses
pro
Plan
$19
USD or
$25
CAD/month
starter
Plan
$0
Legacy businesses
New businesses
pro
Plan
$19
USD or
$25
CAD/month
Invoicing + payments
Option to accept online payments
(and create unique links with checkouts)
Starting at
2.9% + $0.60
per credit card transaction
Starting at
2.9% + $0.60
per credit card transaction
Starting at
2.9% + $0*
per credit card transaction
for first 10 transactions/mo

Send invoices, estimates, and other docs:

  • via links or PDFs
Grey checkmark
Grey checkmark
Blue checkmark
  • automatically, via Wave
with online payments
with online payments
Blue checkmark
Automate late payment reminders
with online payments
with online payments
Blue checkmark
Add your logo and brand colors
Grey checkmark
Grey checkmark
Blue checkmark
Remove Wave branding from footers
Blue checkmark
Add attachments to invoices and estimates (NEW!)
Blue checkmark
Create reusable message templates (NEW!)
Blue checkmark
Invoice and estimate in the mobile app
Grey checkmark
Grey checkmark
Blue checkmark
Accounting
Unlimited bookkeeping records
Grey checkmark
Grey checkmark
Blue checkmark
Auto-import bank transactions
Auto-merge and categorize transactions
Add users to your business
businesses already auto-importing bank transactions and/or that already have users added to their businesses as of May 1, 2024
Blue checkmark
Blue checkmark
Blue checkmark
Digitally capture unlimited receipts
with receipts add-on
with receipts add-on
Blue checkmark
Manage accounting transactions in the mobile app and sync with desktop (NEW!)
with receipts add-on
with receipts add-on
Blue checkmark
Other Wave features
Dashboard and reports
Grey checkmark
Grey checkmark
Blue checkmark
Live-person chat + email support
with any optional add-on
with any optional add-on
Blue checkmark
Optional add-ons
Receipts
nothing changes
additional fee
included
Payroll
nothing changes
additional fee
additional fee
Advisors
nothing changes
additional fee
additional fee
Invoicing + payments
Option to accept online payments
(and create unique links with checkouts)
Starting at
2.9% + $0.60
per credit card transaction
Starting at
2.9% + $0.60
per credit card transaction
Starting at
2.9% + $0*
per credit card transaction for first 10 transactions/mo
Send invoices, estimates, and other docs via links or PDFs
Grey checkmark
Grey checkmark
Blue checkmark
Send invoices, estimates, and other docs automatically, via Wave
with online payments
with online payments
Blue checkmark
Automate late payment reminders
with online payments
with online payments
Blue checkmark
Add your logo and brand colors
Grey checkmark
Grey checkmark
Blue checkmark
Remove Wave branding from footers
Blue checkmark
Add attachments to invoices and estimates (NEW!)
Blue checkmark
Create reusable message templates (coming NEW!)
Blue checkmark
Invoice and estimate in the mobile app
Grey checkmark
Grey checkmark
Blue checkmark
Accounting
Unlimited bookkeeping records
Grey checkmark
Grey checkmark
Blue checkmark
Auto-import, -merge, and -categorize bank transactions
businesses already auto-importing bank transactions and/or that already have users added to their businesses as of May 1, 2024
Blue checkmark
Add users to your business
businesses already auto-importing bank transactions and/or that already have users added to their businesses as of May 1, 2024
Blue checkmark
Digitally capture unlimited receipts
with receipts add-on
with receipts add-on
Blue checkmark
Manage accounting transactions in the mobile app and sync with desktop (NEW!)
with receipts add-on
with receipts add-on
Blue checkmark
Other Wave features
Dashboard and reports
Grey checkmark
Grey checkmark
Blue checkmark
Live-person chat + email support
with any optional add-on
with any optional add-on
Blue checkmark
Optional add-ons
Receipts
nothing changes
additional fee
included
Payroll
nothing changes
additional fee
additional fee
Advisors
nothing changes
additional fee
additional fee

*While subscribed to Wave’s Pro Plan, get 2.9% + $0 (Visa, Mastercard, Discover) and 3.4% + $0 (Amex) per transaction for the first 10 transactions of each month of your subscription, then 2.9% + $0.60 (Visa, Mastercard, Discover) and 3.4% + $0.60 (Amex) per transaction. Discover processing is only available to US customers. See full terms and conditions for the US and Canada. See Wave’s Terms of Service for more information.

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Simplify your sole proprietor tax management with Wave

Wave’s accounting software was made for small business owners and freelancers, and offers everything you need to stay on top of your finances and maximize your tax savings:

  • Automated expense tracking: Connect your business bank account to Wave, and your transactions will be automatically imported. You can also use the Wave’s receipts feature to scan and upload receipts, even on-the-go with your phone, ensuring you capture every deductible expense.
  • Tax-ready reports: With just a few clicks, you can generate essential financial reports like profit and loss statements and income summaries. These reports are crucial for filling out your Schedule C and understanding your tax liability.
  • Document storage: Keep digital copies of your receipts, invoices, and other important tax forms organized and securely stored in one place. No more shoeboxes full of paper!
  • Quarterly tax management: Wave helps you track your income and expenses throughout the year, making it easier to estimate your quarterly tax payments and avoid penalties.

FAQs about sole proprietor tax benefits

What expenses are deductible as a sole proprietor?

Any expense that is "ordinary and necessary" for your trade or business is generally deductible. This includes advertising, office supplies, software, business travel, vehicle expenses, insurance premiums, and professional fees.

How do I calculate self-employment taxes?

Self-employment tax is calculated on 92.35% of your net earnings from self-employment. The combined tax rate is 15.3% (subject to the Social Security wage base and additional Medicare tax rules described above). You calculate this tax on Schedule SE (Form 1040).

Do I need to pay quarterly taxes?

Yes, if you expect to owe at least $1,000 in tax for the year, the IRS requires you to pay estimated taxes quarterly. These payments cover your income tax and self-employment tax. You can use Form 1040-ES to calculate and pay your estimated taxes.

Can I claim a home office deduction?

Yes, if you use a part of your home exclusively and regularly as your principal place of business, you can claim the home office deduction. There are two methods for calculating it: the simplified method and the regular method. The IRS simplified method is $5/sq ft up to 300 sq ft (max $1,500).

Make taxes work for you

A sole proprietorship offers simplicity, flexibility, and big tax-saving opportunities. By staying organized, understanding the rules, and taking full advantage of deductions, you can keep more of your hard-earned money.

Proper bookkeeping isn't just about compliance, it's a strategic tool for maximizing the benefits of this business structure!

Ready to make managing your business finances simple? Sign up for Wave today to make bookkeeping a breeze, track expenses, and take the stress out of taxes.

By Wave

The information and tips shared on this blog are meant to be used as learning and personal development tools as you launch, run and grow your business. While a good place to start, these articles should not take the place of personalized advice from professionals. As our lawyers would say: “All content on Wave’s blog is intended for informational purposes only. It should not be considered legal or financial advice.” Additionally, Wave is the legal copyright holder of all materials on the blog, and others cannot re-use or publish it without our written consent.

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