My Entrepreneurial Journey – Why I Chose Incorporation Over Sole Proprietorship

by | Sep 11, 2023

Choosing the right business structure is a crucial decision for any entrepreneur. The structure you select can impact your business’s growth, liability, and even your personal assets. It’s a question that has kept many small business owners up at night and one I’ve been asked many times.

“What’s the ‘best’ business structure for me?”

To be honest, there’s no one-size-fits-all answer. The ‘best’ structure depends on your unique circumstances, vision, and goals. I can’t tell you what’s best for you, but I can share my journey and why I chose to incorporate my business rather than become a sole proprietor.

To give you a bit of perspective, allow me to share a bit about what my business is about. I specialize in ethically sourcing the finest loose-leaf teas from around the world. I meticulously blend them to ensure absolute perfection, and then carefully package and distribute them with great care. My grand vision includes expanding beyond borders, reaching Caribbean markets in the near future. Expansion requires capital, and that’s where incorporation shines.

There are additional factors that influenced my decision. The first factor was….

Understanding the Nature of My Business and Risk

My business specializes in sourcing and distributing specialty teas from all over the world. The tea business, like any industry involving imports and exports, comes with its share of risks. From customs regulations to supply chain disruptions, there’s a lot that can go wrong. Incorporating my business provided an additional layer of protection and risk management that sole proprietorship couldn’t offer.

Long-Term Vision Matters

If you know me well enough, you will know that I dream big. I have grand plans for my business. It’s not just about local success; I envision expanding across the Caribbean and beyond. To achieve such ambitious goals, I will need investors. While borrowings are an option for sole proprietors, they come with limitations. Incorporating my business opened opportunities to offer shares and attract external investors who share my vision for growth.

Additionally, incorporation can offer flexibility in structuring my business. I can issue different types of shares, allowing me to retain control. This flexibility is crucial when attracting investors while retaining management control, which is not as achievable in a sole proprietorship.

Value Over Cost

Yes, there are administrative costs associated with incorporation, and being compliant can be time-consuming and sometimes complex. It’s true that registering a sole proprietorship is less expensive upfront. But here’s the thing: the value gained from incorporation far outweighs the costs. It adds credibility, transparency, and trustworthiness to your business. These are qualities that can be invaluable, especially when dealing with partners, stakeholders, and customers. To me, the administrative burden is negligible.

Succession and Wealth Building

Of utmost value to me is being able to provide for my son. Building a legacy and generating wealth for him is a fundamental goal. Had I opted for the route of a sole proprietor, the business would have been tied to my identity. If something happens to me, transferring the business could be exhaustingly complicated. With incorporation, succession planning becomes more straightforward. I can pass on the business smoothly, ensuring that he and my future generations benefit.

Personal Asset Protection

This is a big one. In a sole proprietorship, there’s no legal separation between your personal and business assets. Not that I am planning for it, but things happen. If my business faces litigation or encounters financial trouble, my personal assets, my home, pension, or my son’s education fund could be at risk. I saw incorporation as a shield, protecting my personal assets in case of business-related issues.

Tax Advantages

As an incorporated business, I get some tax perks that sole proprietors miss out on. For instance, being in the manufacturing industry, I’m eligible for specific tax credits tailored to that industry. Plus, during the early years, startups often run at a loss. When you’re incorporated, these trading losses can be offset to future profits indefinitely. Also, when it comes to expenses like training and research, I can deduct more than 100% of these costs as a business expense. These financial advantages wouldn’t have been available to me as a sole proprietor.

Enhanced Reputation

Sometimes, having a reputation as a trustworthy and reliable business can be priceless. Many larger corporations are cautious about partnering with sole traders due to concerns about accountability. When you’re incorporated, it significantly reduces this scrutiny and bias, making it easier to establish vital partnerships.

Allow me to share a personal story. A friend of mine, also a sole proprietor, recently faced a dilemma. She had been providing her services to a reputable large company for years. However, they updated their vendor policies, and she found herself unable to continue working with them directly. It took her valuable time and extra expenses to collaborate with another company to continue offering her services to the client. Being incorporated can help avoid such situations and the associated costs.


The choice between sole proprietorship and incorporation is yours to make. I encourage you to take your time to decide. Remember though, transitioning from a sole trader to an incorporated entity is manageable, but the reverse isn’t as straightforward or probably non-existent as it requires liquidating the company.

As you ponder this decision, ask yourself essential questions and carefully weigh the pros and cons. The path you choose should align with your values, vision, and long-term goals.

“Choosing your business structure is like selecting the vessel for your entrepreneurial voyage. Make sure it’s seaworthy, as the right choice can chart a course for your success.”

Get your 12 essential questions for deciding between incorporation and sole proprietorship. Download here.

Good luck on your entrepreneurial journey!

“Choosing your business structure is like selecting the vessel for your entrepreneurial voyage. Make sure it’s seaworthy, as the right choice can chart a course for your success.” – Melissa Cobham


The views reflected in this newsletter are the views of the author and do not necessarily reflect the views of Aegis Business Solutions, its partners, or any affiliated companies.


If you found value in this article, I encourage you to share it with other women entrepreneurs who can also benefit from the insights. Feel free to message me with your suggestions for future topics to explore.

In my forthcoming article, I’ll take a closer look at effective risk management strategies tailored for small businesses. If you’re a budding entrepreneur seeking ways to mitigate risks and safeguard your business, this read promises valuable insights.

Cheers to your continued success!

Look forward to chatting with you soon. 😊

Written By Melissa Cobham

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