Finding the Right Example of a Sole Proprietor Business for Your Side Hustle

Finding the Right Example of a Sole Proprietor Business for Your Side Hustle

You’re sitting at your kitchen table, looking at a stack of invoices or maybe just a blank notebook, wondering if you need to go through the massive headache of incorporating. Honestly? You probably don't. Most people starting out just want to work. They want to sell their time, their art, or their skills without a mountain of paperwork. That is where the sole proprietorship comes in. It is the default setting for the American entrepreneur.

If you start mowing lawns for money today, you’re a sole proprietor. If you’re a freelance graphic designer taking Venmo payments for logos, you’re one too. It’s the simplest way to exist in the business world, but it also carries some risks that people tend to gloss over because they're excited about the "being your own boss" part.

What an Example of a Sole Proprietor Business Actually Looks Like in the Wild

Let's look at a real-world scenario. Take a freelance copywriter. We’ll call her Sarah. Sarah spends her days writing email sequences for local boutiques. She doesn't have a boss. She doesn't have a board of directors. She just has a laptop and a tax ID—which, in her case, is just her Social Security number. Sarah is a perfect example of a sole proprietor business because she and the business are legally the same person.

This is the part that trips people up. In the eyes of the law and the IRS, Sarah is the business. If she makes $50,000 this year, that’s her personal income. If she buys a new MacBook for work, that’s her personal expense (and a tax deduction).

But here is the kicker: if Sarah gets sued because she accidentally used a copyrighted image in a client's ad, her personal savings account is on the line. There is no corporate veil. Her car, her house, and her vintage record collection are all technically "business assets" because there is no legal separation.

It’s a trade-off. You get total simplicity and ease of setup, but you give up the liability protection that comes with an LLC or a corporation.

Why Most People Start Here

It’s cheap. Actually, it’s usually free.

Most states don't require you to file anything to become a sole proprietor. You just... start. You might need a local business license or a "Doing Business As" (DBA) name if you don't want to use your own name, but that's about it.

The Local Landscaper

Think about the guy who drives around your neighborhood with a trailer and a zero-turn mower. He’s often a sole proprietor. He handles the billing, he does the weeding, and he pockets the profit after gas and equipment maintenance. He doesn't need a complex legal structure to cut grass.

The Etsy Creator

Or look at the person selling hand-poured soy candles on Etsy. They buy wax in bulk, spend Sunday afternoons in the garage, and ship boxes from the post office. Until they reach a certain scale where the liability of a fire-related lawsuit becomes a major concern, staying a sole proprietor keeps their overhead low and their taxes relatively simple. You just file a Schedule C with your 1040. Done.


The Tax Reality: It’s Not All Sunshine

People think being a sole proprietor means you get some magical tax break. You don't. In fact, you might pay more in some ways because of the self-employment tax.

When you work for a "traditional" company, they pay half of your Social Security and Medicare taxes. When you are the business, you pay both halves. That's roughly 15.3% right off the top before you even get to income tax.

However, you do get to deduct "ordinary and necessary" business expenses.

  • That portion of your internet bill? Deductible.
  • The software subscription for your accounting? Deductible.
  • The mileage you drove to meet a client at Starbucks? Deductible.

It’s about tracking. If you aren't tracking, you’re throwing money away. I’ve seen so many creators lose thousands of dollars because they didn't keep receipts for their "micro" expenses.

Why You Might Want to Move On Eventually

Growth changes things.

The moment you hire your first employee, the sole proprietorship model starts to feel a bit shaky. Now you’re responsible for someone else’s actions. If your delivery driver hits someone while on the clock, you are personally responsible for that accident.

This is why many people use the sole proprietorship as a "beta test." You prove the concept. You see if people actually want to buy your artisanal sourdough or pay for your consulting services. Once the revenue hits a certain threshold—many experts suggest around $40,000 to $60,000 in net profit—it often makes sense to look into an LLC or an S-Corp for both the liability protection and the potential tax savings.

The Consultant Example

Imagine a high-end cybersecurity consultant. This is another classic example of a sole proprietor business at the start. They have massive expertise but zero overhead. They work from a home office. But because they are dealing with sensitive data, the risk of being sued for a data breach is high. For them, staying a sole proprietor is like tightrope walking without a net. They usually switch to an LLC almost immediately to protect their personal assets from professional mistakes.

Managing the Paperwork (Yes, There is Still Some)

Even without formal incorporation, you can't just ignore the government.

  1. DBA (Doing Business As): If Sarah the copywriter wants to call her business "Word Magic Studio," she has to register that name with her city or county. Otherwise, she has to use her legal name on all her contracts.
  2. EIN (Employer Identification Number): You don't need one as a sole prop (you can use your SSN), but it’s a good idea. It prevents you from having to give your Social Security number to every random client who needs to send you a 1099.
  3. Bank Accounts: For the love of everything holy, keep your money separate. Open a second checking account. It doesn't even have to be a "business" account if the bank allows it, but do not mix your grocery money with your client payments. It makes tax season a nightmare and makes it impossible to see if you’re actually making a profit.

Is It Right For You?

If you are a freelancer, a solo consultant, or a small-scale maker, the answer is probably yes. At least for now.

It's the lowest barrier to entry. You can start today. No lawyers. No expensive filing fees. Just you and your work.

But you have to be honest about your risk. If your business involves things that could hurt people (like food, physical labor, or heavy machinery) or things that could cost people a lot of money (like legal or financial advice), that "simplicity" might be a trap.

Real-World Insight: The Photographer

Take a wedding photographer. Usually, they start as a sole proprietor. They take photos, they edit, they deliver. It’s simple. But what happens if their hard drive crashes and they lose the photos of a $100,000 wedding? The couple might sue for emotional distress and breach of contract. If that photographer is a sole proprietor, their personal car could be seized to pay that judgment.

It’s heavy stuff, but it’s the reality of the business structure.

Practical Next Steps for the Solo Entrepreneur

Don't let the legal talk paralyze you. Most people spend too much time worrying about the "structure" and not enough time finding customers. If you're ready to move forward, here is the lean way to do it.

First, get a separate bank account. This is non-negotiable. Even if it’s just a basic checking account at the same bank you already use, keep those funds isolated. It gives you a clear view of your cash flow.

Second, check your local zoning and licensing. Some cities require a home-based business permit. It usually costs about $50 and takes ten minutes to fill out. Don't get caught by a random code enforcement officer because your neighbor complained about extra delivery trucks.

Third, look into "Professional Liability Insurance" or "Errors and Omissions" insurance. This is the secret weapon for sole proprietors. It’s often quite cheap—sometimes $30 to $50 a month—and it covers you in case you make a mistake that costs a client money. This mitigates the biggest downside of not being an LLC.

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Finally, track every single penny. Use a simple spreadsheet or an app like Quickbooks or Freshbooks. When tax season rolls around, you’ll be able to hand over a clean list of expenses instead of a shoebox full of faded thermal paper receipts.

Being a sole proprietor is the purest form of entrepreneurship. It's just you, your talent, and the market. It’s how some of the biggest companies in the world started, and for many, it’s the only structure they’ll ever need. Just keep your eyes open to the risks and keep your personal and business money in their own corners.