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2 Mar 2025 — Jan's Rules for Building Extraordinary Companies:

Taming the Tech Debt Beast: A Guide for Builders, Buyers, and Sellers

Technical debt is a silent killer of business value. Learn how to proactively manage it, whether you're building a company, buying one, or selling one.

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Technical debt. The phrase itself conjures up images of late nights, frantic debugging, and systems groaning under the weight of quick fixes. It’s the bane of every developer’s existence and a silent killer of business value. We’ve all been there, staring at a codebase that resembles a Jenga tower built during an earthquake. I remember one project early on where we prioritised speed above all else. The result? A system that worked, sort of, but was so fragile that any change felt like defusing a bomb.

But technical debt isn’t just a technical problem. It’s a business problem, a leadership problem, and ultimately, a value problem. Ignoring it is like ignoring a leaky roof. Sure, you might save a bit of money now, but eventually, the whole house will come crashing down.

The core message is simple: address technical debt proactively. Don’t let it fester. Don’t kick the can down the road. Deal with it now, before it becomes a crisis. This isn’t about perfection. It’s about pragmatism. It’s about recognising that every shortcut has a cost and that paying that cost upfront is almost always cheaper than paying it later.

Think of technical debt as a loan. You borrow time and resources now, but you have to pay it back with interest later. The longer you wait, the higher the interest rate. The interest comes in the form of increased development time, higher maintenance costs, reduced agility, and a greater risk of failure.

So, how do you tackle this beast? First, you need to identify it. This requires a frank and honest assessment of your systems. Where are the weak points? Where are the areas that cause the most pain? Where are the shortcuts that were taken in the name of speed? Tools can help, but nothing beats a good old-fashioned code review and a chat with your development team.

Once you’ve identified the debt, you need to prioritise it. Not all debt is created equal. Some debt is relatively harmless, while other debt is a ticking time bomb. Focus on the debt that poses the greatest risk to your business. This might be debt that affects critical systems, debt that makes it difficult to implement new features, or debt that increases the risk of security breaches.

Then, you need to create a plan to pay it down. This doesn’t mean rewriting your entire system from scratch. It means making incremental improvements over time. It means refactoring code, improving documentation, and addressing technical issues as they arise. It means making technical debt management part of your regular development process.

Now, let’s consider our different audiences. For builders, the leaders of growing companies, technical debt is a strategic issue. It affects your ability to innovate, to respond to market changes, and to compete effectively. Ignoring it is like trying to build a skyscraper on shaky foundations. It might work for a while, but eventually, it will collapse. As you scale, the weight of technical debt will only increase, making it harder and harder to move quickly and efficiently.

For buyers – venture capital firms, private equity firms, family offices, and strategic buyers – technical debt is a critical due diligence factor. It can significantly impact the value of a company. A company with a mountain of technical debt is a risky investment. It’s like buying a house with termites. You might not see the damage at first, but it will eventually become apparent, and it will cost you a lot to fix. Uncovering technical debt during due diligence can help you negotiate a better price or avoid a bad investment altogether.

For sellers, owners of established, profitable businesses contemplating a sale, technical debt is a value destroyer. It can reduce the attractiveness of your business to potential buyers. A buyer will see technical debt as a liability, a risk, and a cost. Addressing technical debt before you put your business on the market can significantly increase its value and make it more attractive to buyers. It shows that you’ve invested in the long-term health of your business and that you’re not just trying to offload a problem onto someone else.

These perspectives aren’t mutually exclusive. Builders need to be aware of the potential impact of technical debt on their company’s valuation. Buyers need to understand the operational implications of technical debt. Sellers need to recognise that addressing technical debt is an investment in their company’s future.

Looking ahead, automation, AI, and emerging technologies will only make the problem of technical debt worse. As systems become more complex, the potential for technical debt to accumulate will increase. Efficiency requirements will also put pressure on developers to take shortcuts, leading to even more technical debt.

That said, these technologies can also be part of the solution. AI-powered tools can help identify and prioritise technical debt. Automation can help refactor code and improve documentation. Emerging technologies can provide new ways to build and maintain systems that are less prone to technical debt.

So, what’s the practical advice? First, make technical debt management a priority. Second, invest in tools and training to help your team identify and address technical debt. Third, create a culture of continuous improvement, where developers are encouraged to refactor code and improve documentation. Fourth, don’t be afraid to ask for help. There are plenty of experts who can help you assess your technical debt and create a plan to pay it down.

Technical debt is a reality for every business. It’s not something to be ashamed of. It’s something to be managed. By addressing it proactively, you can improve your agility, reduce your costs, and increase the value of your business.

We at Skipa are passionate about helping businesses build extraordinary companies. We believe that technical debt management is a critical part of that. If you’re struggling with technical debt, we’d love to help. Get in touch, let’s chat, and together we can build something truly remarkable.