As the January 14, 2020 end of life date nears for Windows 7 and Server 2008/2008 R2, there are many things to consider before you start upgrading to Windows 10. Cost is a major factor, which is why it’s important to assess your network and plan your upgrade now instead of waiting until the end of the year. Assessing now allows you to spread out those expenses over several months. Here's what to consider when assessing the cost of upgrade: