Until then, please don’t try to use Windows Server 2016 as an OS for your Skype for Business deployment today, as it’s not yet supported, and we don’t recommend it. Windows Server 2016 is not included in this list right now, but we’re planning to add it as a supported option after Skype for Business Server Cumulative Update 5 is released. Per “ Server requirements for Skype for Business Server 2015” (TechNet – Topic Last Modified: ): Likewise, this applies to domain controllers in the Active Directory environment. Although Windows Server 2016 has been officially released since (Ignite conference in Atlanta), it is still not listed as a supported server operating system platform to install or operate Skype for Business Server 2015.