In my experience, “If it isn’t broken, why fix it?” is the common train of thought that is shared between business owners in regards to their technology. I understand that decision-makers typically have countless other resources to manage and cannot be reasonably expected to stay up-to-date on the changing landscape of modern business technology. While larger corporations may have an IT department to handle this, most small businesses simply do not have those resources. Having managed IT projects for companies in many different verticals I’m hoping it will benefit others if I take a moment to discuss the common pitfalls and mistakes that are made in regards to the technology used by small businesses. I see these mistakes more often than I believe I should, and my goal is to not only describe what to do, but to also explain how and why these issues may affect your business.