My Clients used to say this about their technology

I spend too much time on the phone with various customer support agents trying to resolve computer issues only to have it happen again and again.

That's because most customer support specialists are trained to follow a script. When they can't answer your question, you are transfered to level 2 support and finally to level 3 support where someone is qualified to answer your questions. By having a knowledgeable support specialist acting on your behalf, most of your problems can be solved without even calling a company and the remaining problems can be solved by simply knowing the right questions to ask.

I never know what technology to choose or how to upgrade so I end up just going with my current hardware and software instead of taking a risk with new technology.

Techonogy becomes outdated so fast that it is definitely detrimental to the business if you do not remain up to date. However, some technology will not provide a return on investment immediately or at all. You need the right people and information available in order cut through the marketing hype of these new products and make good business decisions.