Intro To Azure Active Directory Domain Services

Summary

Recently I got the pleasure to stand up Azure Active Directory Domain Services (AADDS) for a client. It has some specific use cases and limitations but can be great for your environment.

This article walks you through the background, some of the limitations and also how to provision.

What is Azure Active Directory Domain Services?

This is a natural question. At a high level, let’s talk about the use case for it. In a small cloud environment with a minimal number of VMs, standing up redundant Domain Controllers can chew up a bit of your budget. From there you have to manage and monitor the domain controllers.

AADDS is a managed platform for this. On the back end it appears to be appliances that provide most of the functionality of Active Directory but with some limitations. It also offers a one way sync from Azure Active Directory (AAD) to AADDS. This allows you to use Azure Active Directory credentials to login to VMs.

Use Case

As touched on above, most administrators want a central credential repository for their cloud VMs. If they are used to Active Directory on prem but want to tie this to Azure AD, AADDS makes sense, particularly in small environments where there may not be a full budget to host, manage and maintain full domain controllers with adequate redundancy.

Limitations

There are some notable limitations so if you are looking for the full flexibility of native Domain Controllers, AADDS is not that.

One Way Replication

Replication only occurrs from AAD to AADDS. You can make changes in AADDS via normal Active Directory Users and Computers (ADUC) or other tools but they do not replicate back to AAD. AAD can however overwrite these changes.

Azure Active Directory does support AD Connect to connect to on prem domain controllers but it is not compatible with AADDS at this time.

No Custom Attributes

It does not support extending the schema or adding extra custom attributes

External Guests

While external guest accounts will replicate into AADDS, their password and hashes are inaccessible so you will not be able to login under these accounts. An AAD account local to tenant AD will have to be provisioned.

Lack of Control

When you create or change AAD attributes, you have no control over the replication interval. The initial sync may take an hour or two. The provisioning of AADDS takes quite a bit of time as well. In practice, on a smaller environment, replication does seem to happen within 5-15 minutes.

Provisioning

The first step is to select this from the Market and click create

Azure AD Domain Services
Azure AD Domain Services

On the basics tab, pay particular attention to the DNS Domain name. Best practices for domain naming has changed over the years. These settings cannot be changed after implementing.

Azure AD Domain Services - Basics
Azure AD Domain Services – Basics

For reference here is the output of the “Help me choose the DNS name”. Also – here is another Microsoft article on best practices – https://social.technet.microsoft.com/wiki/contents/articles/34981.active-directory-best-practices-for-internal-domain-and-network-names.aspx

Picking Active Directory DNS Name
Picking Active Directory DNS Name

On the networking tab it will by default create a new Virtual Network and Subnet. You can choose an existing virtual network which is highly likely. It does however, indicate you should use a not in use subnet for this. I have not found much information on that but it may have to do with the Network Security Group it creates and applies.

Azure AD Domain Services - Networking
Azure AD Domain Services – Networking

On the next screen you will elect who can manage this environment. Users in this group will function as the “Domain Admins” you are used to in Active Directory.

Azure AD Domain Services - Administration
Azure AD Domain Services – Administration

Next we can choose which objects to synchronize but typically it will be all objects. If you think you may want to scope it though, choose that first as you can go from scoped to all but have to recreate to reverse.

Azure AD Domain Services - Synchronization
Azure AD Domain Services – Synchronization

Finally, we review the config but pay note to this. In order for this all to work, your AAD hashes have to be stored in the AADDS.

Azure AD Domain Services - Review & Create
Azure AD Domain Services – Review & Create

Final Words

In this article we gave a brief overview of Azure Active Directory Domain Services and some use cases. We also went over some limitations and cases where it would not be a good fit. Finally we walked through the actual deployment.

New Active Directory Domain with Windows Server 2016

Summary

The purpose of this article is to stand up a new Active Directory Domain with server 2016. The starting point for most people would be that they think they need a domain but have no domain controller. Usually it is just a few servers and workstations setup in a Workgroup.

Planning Your New Active Directory Domain

As with many projects, planning should be the majority of the work. If you plan properly, the execution is likely only 10% of the project.

A Domain Controller will be the DNS servers for all servers and workstations in the Domain. There are quite a few other roles that become a single point of failure with one Domain Controller. Typically a Domain will have at least two Domain Controllers for this reason.

Be prepared to modify the workstation and server DNS servers to use the new Domain Controller. If you use DHCP, we will need to modify the appropriate DHCP scope. If you do not, we can use the Domain Controller for that to ease the IP configuration management of those workstations.

I chose Server 2016 for this article because 2019 was just released and I prefer “tried and true” operating systems versus bleeding edge. Let others test out 2019 until quite a few patches have been released.

Requirements

Windows Server 2016 surprisingly has low requirements. It only requires 1 core and 512MB of RAM. Domain Controllers do not require a ton of RAM but you do want to ensure your entire Active Directory can be cached in memory. For a production Active Directory Domain that is relatively small, 1-2 core and 4GB of RAM is usually sufficient. I define relatively small as only a few hundred users. Monitoring RAM and CPU though will help you tweak this.

For the sake of this lab we will allocate 1 core, 1 gb ram and 20 25 gb hdd. During the course of this lab though I did increase the ram to 1.5 gb. During Windows Updates, it started to get low and complain.

Installing Windows 2016

Press any key to boot from CD or DVD..
Press any key to boot from CD or DVD..

When booting off the ISO or CD/DVD, it will prompt you to press any key. This is to help ensure that if Windows is already installed and the media is left attached, it will not automatically go through the install process again.

It will then prompt you for a few self-explanatory questions such as language/locale and then ask you to click “Install”.

Editions

In the Windows 2008 days, there used to be Standard, Enterprise and Datacenter. Standard was the typical install. Enterprise was required for clustering servers, large amount of ram installed and a few other scenarios. Datacenter was essentially enterprise with unlimited virtualization rights and a few other limitations removed. In recent versions, many of the enterprise features were rolled into standard edition leaving us those two.

Aside from that, previously there was Server and Server Core which appears to be renamed. Core is just a shell installed without a GUI. When Windows boots up, you simply get a command prompt. For this we will install the Desktop Experience in Standard. Details about this can be further read in https://docs.microsoft.com/en-us/windows-server/get-started/getting-started-with-server-with-desktop-experience

Windows Server 2016 Standard (Desktop Experience)
Windows Server 2016 Standard (Desktop Experience)

Setup Install Steps

Accept the license terms on the next screen! Then choose “Custom” as we are not upgrading.

Custom: Install Windows only (advanced)
Custom: Install Windows only (advanced)

Next we will select which drive to install on. There is only one option on our server so we just click next.

Windows Drive Installation
Windows Drive Installation

Now we are off to the races. This next step can take a while depending on the specifications of your server.

Windows Setup - Install Status
Windows Setup – Install Status

It will then automatically reboot when done if there are no issues. This will lead you into a screen to set the Administrator password. Remember this password. After we promote this Active Directory Domain Controller, it will become the Domain “Administrator” password.

Customize settings - Administrator - Password
Customize settings – Administrator – Password

We now have a Windows 2016 Standard Server installed and ready to login.

Windows 2016 Login Screen
Windows 2016 Login Screen

Running Windows Updates

Every new install I do, I like to install windows updates first. This helps ensure the security of the server before bringing it into production. It also fixes any known bugs on the RTM release installed.

In Server Manager under Local Server / Windows Update. Click the boxed in area.

Server Manager / Local Server / Windows Update
Server Manager / Local Server / Windows Update

Next, Check for Updates! On a fresh install this can take some time, 20-30 minutes. The update process has to do a full inventory of installed updates, even-though this is a fresh install.

Windows Update Status - Updates are available.
Windows Update Status – Updates are available.

After downloading, it will naturally go through the installation which is usually a bit longer than the download.

In previous versions of Windows it may take a few iterations of updates to get fully updated. After rebooting from Windows Updates, check again to make sure this is not the case. More recent versions of Windows have been better about this.

Naming the Server

Before we get too far along, we want to choose a name for the server. Once promoting it to a Domain Controller it is difficult to change. Newer versions of Windows are better at handling this but it is less than ideal. For this lab we left the server name alone. One could argue that doing so is more secure because it is random. That said, it would be a pain to manage as you could not remember which server was where.

The name change can happen in Server Manager by clicking on the existing server name and following the prompts. It will require a reboot.

Change Name if desired - Most likely yes in production!
Change Name if desired – Most likely yes in production!

You may have caught the woohoosvcs.local in the name. It wouldn’t be here at this point but I decided to throw this in after promoting it.

Installing Active Directory Domain Services

From Server Manager choose Add Roles from the Manage Menu.

Server Manager Add Roles and Features Wizard
Server Manager Add Roles and Features Wizard

We will then select a “Role-based or feature-based installation”. The Server Manager has the ability to mange remote servers but we will choose the singular local server. We will select “Active Directory Domain Services”

Active Directory Domain Services
Active Directory Domain Services

The defaults are acceptable, particularly if you want the management tools installed. Hint: You usually do unless you know you do not!

Active Directory Domain Services features
Active Directory Domain Services features

We then “next next next” though the other options and click “Install”. At the end of this we need to reboot. On the “Install” screen there is a checkbox to automatically reboot if you choose.

Finally, we have Active Directory Domain Services installed. We have not enabled them but they are there!

Promoting an Active Directory Domain Controller

Now that we have Active Directory installed, we can “promote” it. A Domain Controller before it is a Domain Controller is just a server. We then promote it to a Domain Controller. The command to do this used to be “dcpromo.exe”. It may still work although I believe it is deprecated in this version.

Promotion Wizard

In Server Manager, click the flag with the yellow warning. It is letting us know we installed Active Directory Domain Services but never promoted it. Then click “Promote this server to a domain controller”

Promote this server to a domain controller
Promote this server to a domain controller

By default it wants you to add a domain controller to an existing domain. This is the most common use case as not everyone is standing up new domains on a regular basis.

Add a new forest for Active Directory Domain Services
Add a new forest for Active Directory Domain Services

I believe Microsoft is moving away from the “.local” prefix for domains but in order to avoid a split brained DNS scenario I created a unique root domain name.

Promotion Roles and Options

The next set of questions requires some thought.

We definitely want DNS enabled. Global Catalog is required because you need at least one per domain. The DSRM password is for when you need to boot up into active directory services restore mode to help recover the Active Directory. You will notice I skipped over the functional levels.

Functional levels serve as least common denominators. A domain functional level of “Windows Server 2016” means that all domain controllers are at least at that level and you cannot promote any domain controllers from earlier versions. This allows new 2016 features to be enabled for the domain. When all of the domains are at a functional level, the forest can be increased as well.

The lowest functional level you can set with 2016 is 2008. If you do not know why you would do this, it’s best to leave this one alone. Particularly if your machines are relatively new in the past 5 years.

This error for DNS Delegation is normal, particularly since we have no Active Directory DNS yet!

A delegation for this DNS server cannot be created because the authoritative parent zone cannot be found.
A delegation for this DNS server cannot be created because the authoritative parent zone cannot be found.

Moving Along Our Active Directory Domain Configuration

For this document, you can accept the defaults for the next few screens but make note of the settings. On the review screen you can actually copy these and paste them into a text file somewhere.

An interesting note is that this wizard creates a configuration file that notes the changes as a playbook. Below we will walk through the prerequisite checks.

Active Directory Domain Controller Promotion - Prerequisites Check
Active Directory Domain Controller Promotion – Prerequisites Check

These are all normal. On a production server, the second error is correct and valid for production. In that scenario we would allocate a static IP to ensure the server keeps its up. This is particularly so, since DHCP services tend to be loaded onto a Domain Controller.

Please click install at this point. Wait a few minutes and if you are not paying attention it will automatically reboot. This is fine, you just will not see the success screen.

The next time you login to the Domain Controller you will be doing so using Active Directory Domain Services! The first boot may take a while as Group Policies and settings are applying.

Joining a Machine to Active Directory Domain Services

What good would this document be if we left it there? We need proof it actually works!

Active Directory Domain Controller IP Address

On the domain controller, let’s get it’s ip address via ipconfig command.

C:\Windows\system32>ipconfig
.....
   IPv4 Address. . . . . . . . . . . : 192.168.116.183
.....

We need this to set the Windows 8.1 Workstation’s DNS settings. The workstations use DNS to navigate Active Directory and find the resources it needs. Typically this is done via DNS SRV records.

Workstation DNS IP

On our Windows Workstation, go to the Control Panel / Network and let’s modify the DNS settings for the interface.

Windows 8 DNS Settings
Windows 8 DNS Settings

A common mistake is to add an alternate server that is a non domain controller such as Google’s 8.8.8.8. Doing so may appear to work but at some point the workstation will try to query active directory using Google and it will not quite work right.

Windows 8 - Change Settings
Windows 8 – Change Settings
Change again!
Change again!

Select “Domain” and type in the domain name you chose, in this case it was “woohoosvcs.local”

Domain - woohoosvcs.local
Domain – woohoosvcs.local
Domain Administrator Password
Domain Administrator Password

A nice tidbit is anyone can join machines to the domain but in the past regular users had a limit on the number that they could. I do not know if this is still valid but best to use a Domain Admin which “Administrator” is.

Welcome to woohoosvcs.local - Woohoo!
Welcome to woohoosvcs.local – Woohoo!

You will need to reboot and then the machine is joined to the domain. At this point there is only one domain user “Administrator”.

Final Words

This document walked us through installing Windows Server 2016. We then installed Active Directory Domain Servers and promoted the server to Domain Controller. Finally we joined a workstation to the domain.