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S Corp vs Sole Proprietorship: Selecting the Best Structure

By Bernardo Barbosa

Published on 9 January 2024

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If you want to start a company in Portugal, you need to make a big decision first: deciding on what's the best legal structure for your business. The S Corporation structure may not be available for Portuguese citizens, but it's extremely relevant for foreign citizens looking to expand their business operations into the country.

So, if you’re trying to decide between an S Corp vs Sole Proprietorship, you should start by understanding how each impacts your financial liability and tax obligations. This article delivers a direct comparison between these two business entities, equipping you with the knowledge to choose the best structure for your venture.

Sole Proprietorship vs S Corporations: Key Takeaways

1. Sole Proprietorships offer simplicity but expose owners to unlimited liability for business debts, while S Corporations provide limited liability protection but require a more complex setup and adherence to criteria such as a limit of 100 shareholders.

2. Sole Proprietorships subject business owners to self-employment taxes on all income, while S Corporations allow pass-through taxation, potentially saving on self-employment taxes by distributing income as dividends and salaries.

3. Choosing between a Sole Proprietorship and an S Corporation depends on factors like risk tolerance, growth aspirations, and tax considerations.

Defining Sole Proprietorship and S Corp

The cornerstone of any business lies in its structure. It not only determines the tax obligations but also the extent of the owner’s liability. Two of the most common business structures that entrepreneurs consider are Sole Proprietorship and S Corporation. These structures vary in their complexity, tax implications, and liability protection.

A Sole Proprietorship is a simple business setup where:

  • The owner is not considered to be a separate entity from the business.
  • The owner’s income is the business income.
  • The owner is personally accountable for all business debts and obligations.

An S Corporation, on the other hand, is a tax designation available to LLCs or C corporations that protect from liability and potential tax advantages. The primary distinction between the two lies in the level of liability protection and the potential tax advantages that the latter provides.

Sole Proprietorship Basics

When considering the structure of their business, many small business owners weigh the pros and cons of a sole proprietorship vs other business entities.

The simplicity of a sole proprietorship makes it a popular choice for many. Sole proprietors have complete control over their business with minimal legal formalities. However, this ease of setup comes with a downside, as there’s no legal distinction between the owner and the business. This means that the owner is personally responsible for all the business debts and obligations.

Although the ease of setup and cost-effectiveness are the primary benefits of a Sole Proprietorship, this business entity also comes with its own set of risks, such as:

  • Personal liability for debts and obligations.
  • Risk of personal assets being at risk in case of business failure.
  • Requirement to pay taxes on any profits generated through the sale of products or services.

S Corporation Basics

Unlike Sole Proprietorships, an S Corporation offers limited liability protection. This means the owners are not personally liable for the debts and obligations of the S Corp. However, to qualify as an S Corporation, your business must meet certain criteria, such as not having more than 100 shareholders.

Liability Comparison

One of the key factors to consider when choosing between a Sole Proprietorship and an S Corp is the kind of liability protection they offer. Liability protection refers to the level of protection a business owner has against business debts and obligations. Sole proprietors have unlimited liability, meaning they are personally responsible for all business operations. On the other hand, an S Corp offers limited liability protection by separating personal and business assets.

However, keep in mind that the liability protection provided by S Corps is not absolute and can be compromised under certain circumstances. This essentially means that under certain conditions, the corporate veil of an S Corp may be lifted, making the owners personally liable for the corporation’s debts and obligations.

Sole Proprietorship Liability

Operating a business as a sole proprietor grants you total control over your business, but it also means assuming a greater level of risk. This is mainly because there is no legal separation between you and your business. In other words, you are personally responsible for all the business obligations and debts. This means that if your business fails or incurs debt, your personal assets could be at risk to settle debts.

The unlimited personal liability in a Sole Proprietorship makes all personal assets subject to risk. This includes but is not limited to your home, car, and personal savings. In addition to the business debts, you’re also personally responsible for any financial obligations, such as loans or legal claims against your business. Basically, there's no relevant distinction between your company's taxes and your own personal tax return.

S Corp Liability

On the other hand, an S Corp grants you limited liability protection. This means that the business owners are not personally responsible for the debts and obligations of the business. By separating personal and business assets, an S Corp provides an extra layer of protection for business owners.

While the protection offered by S Corps is a significant advantage, it’s worth noting that it is not absolute. There are situations where the personal liability of shareholders may still arise. For instance, if a shareholder personally guarantees a business loan, they are personally responsible for repaying it if the business defaults on the loan.

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Tax Implications

Another significant difference between Sole Proprietorships and S Corps lies in their tax implications. The way your business is taxed can have a major impact on your bottom line. In a Sole Proprietorship, all business income is considered personal income, and the owner is required to pay self-employment taxes.

On the other hand, with an S Corp, the business income and losses can be passed through to the owner’s personal tax return. This allows for a more direct impact on personal taxes. This is often referred to as pass-through taxation.

Sole Proprietorship Taxes

When it comes to income taxes, sole proprietorships are relatively straightforward. As a sole proprietor, you report your business income and expenses on your personal tax return. This means that your business income is taxed at your personal income tax rate.

However, one major downside of a Sole Proprietorship is the self-employment tax. Self-employment tax returns can cover different expenses based on your location. In Portugal, for example, there's a 21.4% Social Security tax for sole proprietors and a personal income tax that's only applicable in case your annual income ceiling exceeds €12,500.

S Corp Taxes

S Corporations offer a different approach to taxation. Instead of paying self-employment tax on all business revenue, an S Corp allows you to distribute income to owners in the form of dividends or reasonable salaries. This way, the owners only pay income tax on their salaries and dividends, while the remaining income is exempt from self-employment taxes. Additionally, S Corps are required to withhold income tax on the owners’ salaries.

Thus, opting for an S Corp tax status could potentially lead to substantial savings in self-employment taxes and offer tax benefits. However, it’s worth noting that the Internal Revenue Service (IRS) requires owners who work in the business to pay payroll taxes.

Time, Cost, and Complexity

Choosing the right legal structure involves more than just weighing the liability and tax implications. One must also consider the time, cost, and complexity associated with establishing and maintaining the right business structure. A Sole Proprietorship is simple and inexpensive to set up, with no formal registration required. An S Corporation, on the other hand, is more complex and costly to set up.

While the initial setup of an S Corp might seem expensive and complex, the potential advantages such as personal liability protection and tax savings can outweigh the initial costs. It’s important to factor in these long-term benefits when choosing between a Sole Proprietorship and an S Corp.

Sole Proprietorship Setup

Setting up a Sole Proprietorship is a relatively straightforward process. The initial steps include:

1. Selecting a business name.

2. Registering the business entity.

3. Purchasing and registering a domain name.

While there is usually no charge for registering a Sole Proprietorship, there may be other initial costs to consider, including:

  • State and federal fees
  • Licenses
  • Taxes
  • Potential costs for professional services
  • Start-up equipment
  • Transportation

S Corp Setup

Setting up an S Corp involves:

1. Choosing a company name.

2. Allocating stock.

3. Appointing a board of directors.

The process of setting up an S Corp can be time-consuming and may require the help of a business attorney or CPA. The typical duration required to establish an S Corp is approximately two months and 15 days.

Scalability and Growth

As your business expands, your business structure might need to adapt to support that growth. Scalability is another important factor to consider when choosing between Sole Proprietorships and S Corporations. Sole Proprietorships have limited growth potential due to liability risks and lack of asset separation, while S Corps offer greater growth potential with easier scalability and more opportunities for business credit.

Both business entities have advantages when it comes to scalability. The simplicity of a Sole Proprietorship makes it easy to manage for a small business owner even as the business grows. On the other hand, the structure of an S Corp can provide more flexibility and potential for growth, especially for business owners with liability concerns.

Sole Proprietorship Growth

While the ease of setup and management in a Sole Proprietorship may seem appealing, it can limit your business’s growth potential. The unlimited liability in a Sole Proprietorship can deter potential investors, making it harder to raise capital for business expansion.

Moreover, the lack of asset separation in a Sole Proprietorship can also hamper its growth. Since there’s no legal distinction between the business and the owner, it can be difficult to sell or transfer the business. This can be a limiting factor if you plan to scale your business in the future.

S Corp Growth

S Corps, on the other hand, offer more growth potential. They offer increased flexibility in the allocation of profits and losses to shareholders, making it more attractive to potential investors. This can be particularly beneficial for smaller businesses that need additional capital to expand.

By incorporating as an S Corp, you can also improve your business’s creditworthiness. Having a separate legal entity for your business can make it easier to obtain business credit, which can be crucial for business expansion.

Making the Right Choice for Your Business

Selecting the appropriate business structure is a key step in establishing your business. The decision between a Sole Proprietorship and an S Corp is largely influenced by individual needs and preferences. Key factors to consider include:

  • Your risk tolerance
  • Your commitment level
  • Tax implications
  • Growth potential

Bear in mind that there isn’t a universal solution when deciding on the ideal business structure, as what works best for one business may not work for another.


In conclusion, both Sole Proprietorships and S Corps have their own advantages and disadvantages when it comes to liability, taxes, cost, and scalability. As a business owner, it’s important to understand these differences and consider your own individual needs, risk tolerance, and growth potential when choosing between these two business structures. Ultimately, the right choice will depend on what’s best for you and your business.

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Frequently Asked Questions (FAQ)

What is the main difference between a Sole Proprietorship and an S Corp?

The main difference between a Sole Proprietorship and an S Corp is the level of liability protection and potential tax advantages. A Sole Proprietorship does not offer liability protection, whereas an S Corporation does.

Is the S Corporation available in Portugal?

No, the S Corporation structure is exclusive to the United States. However, you can create a Limited Liability Company in Portugal by starting an LDA. Just like an S Corp, a Limited Liability Company effectively addresses liability concerns by ensuring separation between business and personal assets. However, Limited Liability Companies do not have some of the pre-requirements of an S Corporation, such as a minimum number of shareholders and reasonable salary payment.

Can I file as an S Corp if I am a sole proprietor?

No. As a sole proprietor, you cannot file as an S corporation unless you create the proper corporate entity first.

Do I need to pay self-employment taxes as a sole proprietor?

Yes. In Portugal, for example, sole proprietors are required to pay a 21.4% Social Security tax.

Do I need to pay payroll taxes in an S Corporation business entity?

When business owners choose a corp status, they're required to file employment tax returns. In addition to taxes, they have other legal obligations towards their employees, such as paying them a reasonable salary and protecting them with mandatory workers' compensation insurance and unemployment insurance coverage.

What other types of taxes should S Corporation owners consider?

Additional relevant taxes include minimum annual state taxes, federal unemployment taxes, and Medicare taxes.

Can I change from Sole Proprietorships to S Corporations for tax purposes?

Yes. It's possible to turn Sole Proprietorships into S Corporations for multiple reasons, including access to improved tax benefits.

How can an S Corp aid in business growth?

Incorporating as an S Corp can aid in business growth by offering flexibility in profit and loss allocation to shareholders and improving creditworthiness, making it easier to obtain business credit for expansion.

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Written by Bernardo Barbosa

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