One of the most common questions I’m always asked is whether it’s important that they upgrade to the latest version of Microsoft Windows or to the latest version of Microsoft Office. If I were asked this question 10 years ago, I probably would have answered, depending upon your circumstances – not necessarily (mainly because the pricing models for annual software licenses made these a bit cost-prohibitive.) However today, I believe the decision is a no brainier – Windows and Office should absolutely be kept up to date. I’ll go a little in-depth as to why this has changed and why I think keeping them up to date is important.