Want a business structure that’s low on fuss and paperwork? In this episode, we dig into why a sole proprietorship is often the easiest way to start and run a business in Canada. We’ll cover what makes it simple—from short setup times and fewer regulatory hurdles, to easier financial tracking—and also what risks you should still be aware of (like liability). If you want to begin your entrepreneurial journey without getting bogged down, this is the episode for you.

Thinking about starting a business but getting held back by fear? You’re not alone. In this episode, we dig into the common fears that stop many aspiring entrepreneurs — fear of failure, financial risk, judgement, and stepping into the unknown. We also share practical exercises to push past those doubts: educating yourself, starting small, building a support network, making solid plans, and embracing mistakes as part of the journey. If your ideas feel exciting but scary, this episode gives you tools to move forward with confidence.

If you’ve just incorporated your business in Canada, you’ll need to know about the T2 tax return—what it is, who must file it, and when. In this episode, we break it down in plain language: what information is required, which financial schedules might apply, what deadlines you need to meet, and how to avoid common filing pitfalls. We also talk about things like short‑forms and special cases—useful stuff for any new business owner trying to stay compliant from the get‑go.

Starting a business is full of energy and hope—but also risk. In this episode, we explore common startup mistakes Canadian founders often make: things like skipping market research, underestimating costs, neglecting legal compliance, overextending marketing efforts, and trying to do everything alone. Drawing from real examples in Canada, we’ll talk about how to spot these pitfalls before they happen and set up your startup for more stability and growth. Whether you’re launching your first business or refining your strategy, this episode will give you the insight to avoid the missteps many others have already learned from.

When you own a business, planning for what happens after your time is just as important as what you do today. In this episode, we explore two key tools every business owner should know: having a proper Will, and writing a thoughtful retirement letter. You’ll learn why a Will protects your business, ensures fair distribution of assets, and minimizes stress for those left behind. Then, we walk through practical tips and templates for retirement letters — how to announce your plans, express gratitude, and transition out gracefully. Whether you're retiring, stepping back, or making sure your legacy is solid, this conversation helps you exit with confidence.

Thinking about registering a vehicle under your business in Ontario? In this episode, we break down why this is a smart move—from tax advantages and liability protection to branding benefits. You'll learn what documents you need (like your Articles of Incorporation and proof of address), why a Registrant Identification Number (RIN) is essential, and how to complete the registration process smoothly through ServiceOntario. Whether you're adding a company car for deliveries or client meetings, this episode gives entrepreneurs the confidence and clarity to get the job done right.

Financing your small business doesn’t have to feel overwhelming. In this episode, we break down real-world options—from traditional small business loans and merchant cash advances to invoice factoring, government-backed programs, and the crucial importance of a strong business plan and credit profile. Based on Ontario Business Central’s guide, this episode gives you actionable insight to help you find the funding that fits your business’s needs, stage, and goals. Whether you're getting started or looking to grow, let's uncover the smartest way to fund your journey.

Choosing how to legally structure your business is one of the first—and most important—decisions you'll make in Ontario. In this episode, we walk through the key differences between a sole proprietorship, general partnership, and corporation. You’ll hear how liability, taxes, costs, and control change with each option—from the simplicity of flying solo to the asset protection and credibility of incorporation. Whether you're just starting out or looking to grow, this episode gives you the insight you need to choose the structure that aligns with your vision.