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  May 28,  · Some tips to help you decide between the Pro and Enterprise editions of Windows The cost for Windows 10 Enterprise is $16 for an upgrade from any legal version of windows, and includes some number of years of Software Assurance. You only pay for what you use and some agreements come with a certain amount of free OS support from. Azure DevOps (Basic plan) Subscribe for $ Per month. Enterprise subscription. Visual Studio Enterprise IDE. Azure DevOps (Basic + Test Plan) Subscribe for $ Per month. Connect with a Microsoft Certified Solution Provider (CSP) to assess your business goals and help identify a solution for your organization. Nov 14,  · Windows 10 Pro vs. Enterprise. One major difference between the editions is licensing. While Windows 10 Pro can come preinstalled or through an OEM, Windows 10 Enterprise requires the purchase of a volume-licensing agreement. Free Windows 10 Migration Assessment. Before selecting a Windows 10 edition, the first step in any migration .