Single Sign-On: Apps configured to use Kerberos will automatically launch per-app VPN when a user logs in to that app. This includes newly assigned apps and app updates. App installation improvements: App Store apps can be installed even if the App Store is disabled. VPP Managed Distribution migration: Migrate apps already installed on a device from assignment to a user's Apple ID to assignment to that device without deleting the app or user data. This allows for the installation of VPP apps on iOS devices and Mac computers without configuring an Apple ID or sending an invitation. Device-based Volume Purchase Program (VPP) app assignment: Assign VPP apps to devices instead of a user's Apple ID. Profile Manager supports new MDM commands and queries as well as Configuration Profile payloads and settings introduced in iOS 9 and OS X 10.11. This allows users to open, edit and save documents from both iOS 9 and OS X 10.11. Once a share point is created, it can be shared to iOS devices and made available using traditional file sharing protocols such as SMB and AFP. iOS 9 users can easily access and store documents on OS X Server. Enabling iCloud Acceleration reduces the amount of iCloud data that must be downloaded when users have multiple devices on the same network. Caching Server can accelerate the download of iCloud data, including documents in iCloud Drive and photos. New diagnostic tests include the ability to verify when specific websites are no longer reachable and when DNS MX records are incorrectly configured or missing. OS X Server can perform network diagnostic tests to verify that your server is accessible from the Internet. The same version of Server can be used on Mac computers running OS X Yosemite 10.10.5 and OS X El Capitan 10.11. OS X Server 5.0 is now operating system version independent. 
OS X Server 5.0 features a cleaner, more consistent user interface.Here's the change log for OS X Server 5.0:
In the past, the yearly upgrades to OS X Server have always cost $19.99, so allowing Yosemite users to get the new version for free is a change in Apple's business model.
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