Why Bootstrapping Builds Better Businesses – Even If It’s Harder

Given the choice, most entrepreneurs would probably choose outside funding over bootstrapping, and honestly, who can blame them? Getting a cash injection upfront sounds a lot easier than building from the ground up with limited resources.

But here’s the thing: bootstrapping might just be the best thing you do for your business. You learn how to make smart decisions with your own money, build resilience for your business, and you stay in control, with no investors steering the ship, and no pressure to scale before you’re ready.

You might end up reaching a point where you feel your business demands external support, however, there are reasons to build your business from the ground up. In this article, we’ll help you understand exactly why bootstrapping might be your best bet – for now.

1. Maintain Independence in Your Business

One of the biggest upsides of bootstrapping? You don’t have to answer to anyone. No board meetings packed with people who’ve never run a business like yours, telling you what direction to take. No pressure to hit impossible growth targets just to satisfy investor expectations.

When it’s your money on the line, you call the shots. That means you can stick to your original vision, or change it without someone asking you to change the plan every now and again. One of the popular examples of a successfully bootstrapped business is Basecamp.

For a while, they chose to stay small and focused, even when they could’ve chased funding. Even though they did get some funding later on (after rejecting over 100 investors), Basecamp’s founder and CTO, David Heinemeier Hansson, stated in a piece that Basecamp was already doing well without outside money, and that they accepted some investment, but it didn’t change how the business was run.

2. Reach Your Full Potential

Bootstrapping is hard, no doubt, and you might make mistakes on the way. But the long nights and that grind? It shapes you. When you’ve only got a few thousand in the bank and you’re trying to make your personal expenses while growing a business, you learn how to become clever.

Bootstrapping mistakes directly impact your own finances, so you’re forced to think creatively, to solve problems with what you’ve got. That mindset can stick with you long after the scrappy phase is over.

It’s how companies like Mailchimp did it. It started as a side hustle with no outside funding and eventually became one of the biggest bootstrap exits by selling at $12 billion. They were able to achieve that on their own terms. That’s the kind of long game bootstrapping lets you play.

3. Fast Money Can Backfire

Getting a big cash injection sounds great, until the pressure kicks in. The risks of funding include a slippery slope of growth targets, investor updates, and premature scaling. Scaling too soon can put a strain on your team and company as a whole, potentially leading to issues like a misallocation of funds, inefficient processes, and a loss of focus on core business objectives.

Additional issues include operational bottlenecks, customer dissatisfaction, and ultimately, financial instability. Bootstrapping, on the other hand, allows businesses to grow organically, ensuring that expansion is aligned with their capabilities and market demand.

4. Avoid the VC Hamster Wheel

Angel investors and venture capitalists (VCs) are primarily interested in significant returns, typically achieved through rapid growth and eventual company exits. This investment model often pressures startups to prioritise aggressive expansion over sustainable development.​

Bootstrapping allows entrepreneurs to avoid the “VC hamster wheel.” The VC hamster wheel refers to how businesses are placed in an endless cycle (like a hamster wheel) where continuous funding rounds lead to escalating expectations and potential loss of autonomy.

5. Steady and Sustainable Growth

Bootstrapping allows your business to grow steadily and sustainably. By carefully allocating funds and scaling as your business grows, you can build a sustainable growth model.

Without the constant pressure to deliver massive growth in a short time, you can focus on building a solid foundation, understanding your customers, refining your offerings, and solidifying your business systems.

Once your business model has proven itself over a couple of years and demands significant growth, you can consider alternative funding options for your business.