I see "Enrollment Settings" under device groups but it doesn't seem to do anything.  Is that normal?

Hello, first time poster.
I'm new to most things apple aside from basic use of ipads and iphones.  I was put in charge of the ipads for my school district and after some research and effort, I've gotten a mac server (on mavericks) up and running.
I have setup an MDM, gotten the token, gotten the VPP, etc...
Everything is working as it seems to be working.  But...
In Device groups, under settings for a device group I see "Enrollment Settings" with things like "prompt user to enroll device" and "Supervise (IOS only)".  So I added a device to a new group, reset the device in question and nothing.  The settings appeared to do nothing.  Is that normal or am I missing something?

Which version of Server.app?  3.1.2?
Verifty local DNS services.  Invalid DNS causes other OS X Server components to have issues.  You'll need DNS on your local network somewhere, whether that's served by OS X Server, or another DNS server doesn't matter.
Launch Terminal.app from Applications > Utilities and issue the following harmless, diagnostic command:
sudo changeip -checkhostname
That'll require an administrative password for the sudo, might generate a one-time message about the use of sudo, and will then display some configuration information and then an indication that no changes are required, or that there are network or DNS issues.  If you're not in .local or .arpa, that'll usually give you a good view of your local network configuration.
The device has to be enrolled with Profile Manager server.   How you do that depends on how you want to manage your devices.   There are various overviews of how this stuff works too, if you're getting started: here is one video.

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