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Core Infrastructure and Security Blog
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Trying Out Autopilot Hybrid Join Over VPN In Your Azure Lab

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arnabmitra
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Aug 27, 2020
As an IT admin you plan to ship new devices to end users which can join the on-premises AD (Active Directory) by leveraging Autopilot with Intune for device management. This post is a walkthrough o...
Updated Aug 27, 2020
Version 2.0
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Lab","id":"message:1606723","revisionNum":10,"repliesCount":32,"author":{"__ref":"User:user:179774"},"depth":0,"hasGivenKudo":false,"board":{"__ref":"Blog:board:CoreInfrastructureandSecurityBlog"},"conversation":{"__ref":"Conversation:conversation:1606723"},"messagePolicies":{"__typename":"MessagePolicies","canPublishArticleOnEdit":{"__typename":"PolicyResult","failureReason":{"__typename":"FailureReason","message":"error.lithium.policies.forums.policy_can_publish_on_edit_workflow_action.accessDenied","key":"error.lithium.policies.forums.policy_can_publish_on_edit_workflow_action.accessDenied","args":[]}},"canModerateSpamMessage":{"__typename":"PolicyResult","failureReason":{"__typename":"FailureReason","message":"error.lithium.policies.feature.moderation_spam.action.moderate_entity.allowed.accessDenied","key":"error.lithium.policies.feature.moderation_spam.action.moderate_entity.allowed.accessDenied","args":[]}}},"contentWorkflow":{"__typename":"ContentWorkflow","state":"PUBLISH","scheduledPublishTime":null,"scheduledTimezone":null,"userContext":{"__typename":"MessageWorkflowContext","canSubmitForReview":null,"canEdit":false,"canRecall":null,"canSubmitForPublication":null,"canReturnToAuthor":null,"canPublish":null,"canReturnToReview":null,"canSchedule":false},"shortScheduledTimezone":null},"readOnly":false,"editFrozen":false,"moderationData":{"__ref":"ModerationData:moderation_data:1606723"},"teaser@stripHtml({\"truncateLength\":200})":" As an IT admin you plan to ship new devices to end users which can join the on-premises AD (Active Directory) by leveraging Autopilot with Intune for device management. \n This post is a walkthrough o...","body@stripHtml({\"truncateLength\":200})":" As an IT admin you plan to ship new devices to end users which can join the on-premises AD (Active Directory) by leveraging Autopilot with Intune for device management. \n This post is a walkthrough o...","body@stringLength":"31851","rawBody":"

As an IT admin you plan to ship new devices to end users which can join the on-premises AD (Active Directory) by leveraging Autopilot with Intune for device management.

\n

This post is a walkthrough of evaluating the Autopilot Hybrid join over VPN scenario in a lab environment hosted in Azure.

\n

 

\n

Infrastructure

\n

I have added steps to build the configurations and dependencies along the post, this can get complicated due to the number of components involved. Here is an agenda for this post along with a high-level network configuration of the setup:

\n

\n

 

\n

For this lab exercise you will need:

\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n
\n

Azure subscription

\n
\n

Sign up for a free Azure Subscription Or use your MSDN/MCT/Existing etc.

\n
\n

Intune license

\n
\n

Sign up for a free Intune trial or use MSDN/Existing etc.

\n
\n

Windows 10 Devices

\n
\n

Use VM’s or Physical devices as desired. Refer the OS prerequisites here.

\n
\n

 

\n

Step1: Create an Azure Virtual Network

\n

Let us start with setting up a networking infrastructure where we can place our VMs later. We will create a New Virtual Network.

\n\n

\n
 
\n
    \n
  1. Choose your appropriate Azure Subscription.
  2. \n
  3. Create a new Resource Group for this lab.
  4. \n
  5. Specify a Name of the Virtual Network.
  6. \n
  7. Choose a Region you want to place this resource to.
  8. \n
  9. Click Review + Create (leaving defaults for IP Address, Security and Tags)
  10. \n
\n

\n
 
\n\n

 

\n

Step2: Create an Azure Virtual Network Gateway

\n

We will now create a Virtual Network Gateway which acts as a software VPN.

\n\n

\n
 
\n
    \n
  1. Choose your appropriate Azure Subscription.
  2. \n
  3. Specify a Name for the Virtual Network Gateway
  4. \n
  5. Select the same Region you chose while creating the Virtual Network in the previous exercise.\n\n
  6. \n
  7. From the Virtual Network drop-down chose the name of the Virtual Network you created in Step1.\n\n
  8. \n
  9. Specify a Public IP address name\n\n
  10. \n
  11. Click Review + Create.
  12. \n
\n

\n\n

 

\n

Note: This may take 20 minutes or up. Do not proceed before this activity completes.

\n

 

\n

Step3: Create Virtual Machines – Domain Controller & Member Server

\n

Now we start preparing the on-premises infrastructure starting with a Domain Controller and a Member Server both hosted as an Azure VM.

\n\n

\n
 
\n
    \n
  1. Choose your appropriate Azure Subscription.
  2. \n
  3. Select the Resource Group from previous exercise.
  4. \n
  5.  Specify a Name of the VM\n\n
  6. \n
  7. From the Image drop-down choose a Windows Server OS\n\n
  8. \n
  9. Specify a Username and a password.\n\n
  10. \n
  11. Click Review + Create.
  12. \n
\n

\n

 

\n

The wizard automatically chooses the Networking from the same resource group we selected. Feel free to make any changes as desired.

\n\n

Once both the VM’s are successfully created, move to the next steps in configuring them.

\n

 

\n

Step4: Configure Virtual Machine 1 (Domain Controller)

\n

On the first VM acting as a Domain Controller, install the following roles:

\n\n

 

\n\n

\n
 
\n\n

 

\n\n

\n
 
\n\n

 

\n

Step5: Azure DNS Configuration

\n

Once your custom domain is created, we need to configure Azure networking to support the custom DNS configuration.

\n\n

\n
 
\n\n

 

\n

Step6: Configure Azure Virtual Machine 2 (Member Server)

\n

On the second VM we will install a list of roles and features for our solution. One of the primary reasons for building this VM2 is the fact that you cannot co-locate both NDES and CA on the same server.

\n
    \n
  1. Join this VM to the Domain created in Step4.
  2. \n
\n

 

\n
    \n
  1. Create and configure an NDES Service Account.
  2. \n
\n

 

\n
    \n
  1. Install the NDES Role for additional guidance refer the instructions from this blog post.
  2. \n
\n

 

\n
    \n
  1. Install an Azure AD Application Proxy Connector – Instead of a WAP (Web App Proxy server) for publishing NDES URL to the internet.
  2. \n
\n

 

\n
    \n
  1. Add and an AAD APP Proxy Application for NDES. Refer the instructions from this blog post.
  2. \n
\n

 

\n
    \n
  1. Request the NDES Web Certificate. Refer the instructions from this blog post.
  2. \n
\n

 

\n
    \n
  1. Install the Intune Certificate Connector – SCEP
  2. \n
\n

 

\n
    \n
  1. Install the Intune Domain Join Connector
  2. \n
\n

 

\n

Step7: Azure VPN Configuration

\n

The above tasks prepare us to setup the Azure VPN user configuration.

\n\n

\n
 
\n
    \n
  1. Specify an Address pool for the VPN clients to connect.
  2. \n
  3. Under Tunnel type specify IKEv2
  4. \n
  5. For Authentication type, leave Azure certificate.
  6. \n
\n

\n
 
\n
    \n
  1. Under Root Certificates specify a name (example Root) and for Public Certificate Data:\n
      \n
    1. Make sure that you exported the root certificate as a Base-64 encoded X.509 (.cer) file. You need to export the certificate in this format so you can open the certificate with text editor.
    2. \n
    3. Open the certificate with a text editor, such as Notepad. When copying the certificate data, make sure that you copy the text as one continuous line without carriage returns or line feeds. You may need to modify your view in the text editor to 'Show Symbol/Show all characters' to see the carriage returns and line feeds. Copy only the following section as one continuous line:
    4. \n
    \n
  2. \n
\n

\n
    \n
  1. Save the configuration.
  2. \n
\n

\n
 
\n

Note: This may take 10 minutes or up to complete.

\n
    \n
  1. Click Download VPN Client and save for later use.
  2. \n
\n

 

\n

 

\n

Optional: VPN Validation

\n

To reduce the complexity, it is a good idea to validate the VPN connection outside Intune configuration.

\n\n

Instead of executing the installer of the VPN client, we will manually create the VPN configuration from the Generic folder with the file name called VPNSettings.xml

\n

\n
 
\n

 

\n\n

 

\n

Add-VpnConnection -Name ContosoVPN -ServerAddress azuregateway-Replace_With_GUID.vpn.azure.com -AuthenticationMethod MachineCertificate -DnsSuffix domain.dns.com -SplitTunneling -TunnelType Ikev2

\n

 

\n

Add-VpnConnectionRoute -ConnectionName ContosoVPN -DestinationPrefix 10.0.0.0/16

\n

 

\n\n

For this step you may want to generate a Certificate Template with Computer Authentication capability with Name supply in request and the option to export the private key.

\n

 

\n\n

 

\n

Step8: Intune Configurations

\n

Now that your base infrastructure configuration is complete, you can proceed with the Intune configuration.

\n\n

\n
 
\n\n

Get-WindowsAutopilotInfo –online -AddToGroup \"AZ-XYZ\" -Assign

\n

 

\n\n

 

\n\n

Specify the Subject name format as CN={{FullyQualifiedDomainName}}

\n

\n
 
\n\n

 

\n
    \n
  1. Specify a Connection Name
  2. \n
  3. Under Servers Description, specify a Name.
  4. \n
  5. For Ip Address or FQDN, specify the VPNServer info from VPNSettings.xml
  6. \n
  7. Set Default server to True.
  8. \n
  9. Enable Register IP address with internal DNS
  10. \n
  11. Choose the Connection type as IKEv2
  12. \n
  13. Choose Always On to Enable
  14. \n
  15. Set the Authentication method to Machine Certificates.
  16. \n
  17. Under Authentication certificate choose the SCEP Certificate profile you created before.
  18. \n
  19. Enable Device Tunnel
  20. \n
\n

\n
 
\n\n

\n
 
\n\n

\n\n

 

\n

 

\n

Time for testing and evaluation!

\n

 

\n

 

\n

Thanks,

\n

Arnab Mitra

\n

 

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As an IT admin you plan to ship new devices to end users which can join the on-premises AD (Active Directory) by leveraging Autopilot with Intune for device management.

\n

This post is a walkthrough of evaluating the Autopilot Hybrid join over VPN scenario in a lab environment hosted in Azure.

","introduction":"","coverImage":null,"coverImageProperties":{"__typename":"CoverImageProperties","style":"STANDARD","titlePosition":"BOTTOM","altText":""},"currentRevision":{"__ref":"Revision:revision:1606723_10"},"latestVersion":{"__typename":"FriendlyVersion","major":"2","minor":"0"},"metrics":{"__typename":"MessageMetrics","views":79029},"visibilityScope":"PUBLIC","canonicalUrl":null,"seoTitle":null,"seoDescription":null,"placeholder":false,"originalMessageForPlaceholder":null,"contributors":{"__typename":"UserConnection","edges":[]},"nonCoAuthorContributors":{"__typename":"UserConnection","edges":[]},"coAuthors":{"__typename":"UserConnection","edges":[]},"blogMessagePolicies":{"__typename":"BlogMessagePolicies","canDoAuthoringActionsOnBlog":{"__typename":"PolicyResult","failureReason":{"__typename":"FailureReason","message":"error.lithium.policies.blog.action_can_do_authoring_action.accessDenied","key":"error.lithium.policies.blog.action_can_do_authoring_action.accessDenied","args":[]}}},"archivalData":null,"customFields":[],"revisions({\"constraints\":{\"isPublished\":{\"eq\":true}},\"first\":1})":{"__typename":"RevisionConnection","totalCount":10},"body":"

As an IT admin you plan to ship new devices to end users which can join the on-premises AD (Active Directory) by leveraging Autopilot with Intune for device management.

\n

This post is a walkthrough of evaluating the Autopilot Hybrid join over VPN scenario in a lab environment hosted in Azure.

\n

 

\n

Infrastructure

\n

I have added steps to build the configurations and dependencies along the post, this can get complicated due to the number of components involved. Here is an agenda for this post along with a high-level network configuration of the setup:

\n

\n

 

\n

For this lab exercise you will need:

\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n
\n

Azure subscription

\n
\n

Sign up for a free Azure Subscription Or use your MSDN/MCT/Existing etc.

\n
\n

Intune license

\n
\n

Sign up for a free Intune trial or use MSDN/Existing etc.

\n
\n

Windows 10 Devices

\n
\n

Use VM’s or Physical devices as desired. Refer the OS prerequisites here.

\n
\n

 

\n

Step1: Create an Azure Virtual Network

\n

Let us start with setting up a networking infrastructure where we can place our VMs later. We will create a New Virtual Network.

\n\n

\n
 
\n
    \n
  1. Choose your appropriate Azure Subscription.
  2. \n
  3. Create a new Resource Group for this lab.
  4. \n
  5. Specify a Name of the Virtual Network.
  6. \n
  7. Choose a Region you want to place this resource to.
  8. \n
  9. Click Review + Create (leaving defaults for IP Address, Security and Tags)
  10. \n
\n

\n
 
\n\n

 

\n

Step2: Create an Azure Virtual Network Gateway

\n

We will now create a Virtual Network Gateway which acts as a software VPN.

\n\n

\n
 
\n
    \n
  1. Choose your appropriate Azure Subscription.
  2. \n
  3. Specify a Name for the Virtual Network Gateway
  4. \n
  5. Select the same Region you chose while creating the Virtual Network in the previous exercise.\n\n
  6. \n
  7. From the Virtual Network drop-down chose the name of the Virtual Network you created in Step1.\n\n
  8. \n
  9. Specify a Public IP address name\n\n
  10. \n
  11. Click Review + Create.
  12. \n
\n

\n\n

 

\n

Note: This may take 20 minutes or up. Do not proceed before this activity completes.

\n

 

\n

Step3: Create Virtual Machines – Domain Controller & Member Server

\n

Now we start preparing the on-premises infrastructure starting with a Domain Controller and a Member Server both hosted as an Azure VM.

\n\n

\n
 
\n
    \n
  1. Choose your appropriate Azure Subscription.
  2. \n
  3. Select the Resource Group from previous exercise.
  4. \n
  5.  Specify a Name of the VM\n\n
  6. \n
  7. From the Image drop-down choose a Windows Server OS\n\n
  8. \n
  9. Specify a Username and a password.\n\n
  10. \n
  11. Click Review + Create.
  12. \n
\n

\n

 

\n

The wizard automatically chooses the Networking from the same resource group we selected. Feel free to make any changes as desired.

\n\n

Once both the VM’s are successfully created, move to the next steps in configuring them.

\n

 

\n

Step4: Configure Virtual Machine 1 (Domain Controller)

\n

On the first VM acting as a Domain Controller, install the following roles:

\n\n

 

\n\n

\n
 
\n\n

 

\n\n

\n
 
\n\n

 

\n

Step5: Azure DNS Configuration

\n

Once your custom domain is created, we need to configure Azure networking to support the custom DNS configuration.

\n\n

\n
 
\n\n

 

\n

Step6: Configure Azure Virtual Machine 2 (Member Server)

\n

On the second VM we will install a list of roles and features for our solution. One of the primary reasons for building this VM2 is the fact that you cannot co-locate both NDES and CA on the same server.

\n
    \n
  1. Join this VM to the Domain created in Step4.
  2. \n
\n

 

\n
    \n
  1. Create and configure an NDES Service Account.
  2. \n
\n

 

\n
    \n
  1. Install the NDES Role for additional guidance refer the instructions from this blog post.
  2. \n
\n

 

\n
    \n
  1. Install an Azure AD Application Proxy Connector – Instead of a WAP (Web App Proxy server) for publishing NDES URL to the internet.
  2. \n
\n

 

\n
    \n
  1. Add and an AAD APP Proxy Application for NDES. Refer the instructions from this blog post.
  2. \n
\n

 

\n
    \n
  1. Request the NDES Web Certificate. Refer the instructions from this blog post.
  2. \n
\n

 

\n
    \n
  1. Install the Intune Certificate Connector – SCEP
  2. \n
\n

 

\n
    \n
  1. Install the Intune Domain Join Connector
  2. \n
\n

 

\n

Step7: Azure VPN Configuration

\n

The above tasks prepare us to setup the Azure VPN user configuration.

\n\n

\n
 
\n
    \n
  1. Specify an Address pool for the VPN clients to connect.
  2. \n
  3. Under Tunnel type specify IKEv2
  4. \n
  5. For Authentication type, leave Azure certificate.
  6. \n
\n

\n
 
\n
    \n
  1. Under Root Certificates specify a name (example Root) and for Public Certificate Data:\n
      \n
    1. Make sure that you exported the root certificate as a Base-64 encoded X.509 (.cer) file. You need to export the certificate in this format so you can open the certificate with text editor.
    2. \n
    3. Open the certificate with a text editor, such as Notepad. When copying the certificate data, make sure that you copy the text as one continuous line without carriage returns or line feeds. You may need to modify your view in the text editor to 'Show Symbol/Show all characters' to see the carriage returns and line feeds. Copy only the following section as one continuous line:
    4. \n
    \n
  2. \n
\n

\n
    \n
  1. Save the configuration.
  2. \n
\n

\n
 
\n

Note: This may take 10 minutes or up to complete.

\n
    \n
  1. Click Download VPN Client and save for later use.
  2. \n
\n

 

\n

 

\n

Optional: VPN Validation

\n

To reduce the complexity, it is a good idea to validate the VPN connection outside Intune configuration.

\n\n

Instead of executing the installer of the VPN client, we will manually create the VPN configuration from the Generic folder with the file name called VPNSettings.xml

\n

\n
 
\n

 

\n\n

 

\n

Add-VpnConnection -Name ContosoVPN -ServerAddress azuregateway-Replace_With_GUID.vpn.azure.com -AuthenticationMethod MachineCertificate -DnsSuffix domain.dns.com -SplitTunneling -TunnelType Ikev2

\n

 

\n

Add-VpnConnectionRoute -ConnectionName ContosoVPN -DestinationPrefix 10.0.0.0/16

\n

 

\n\n

For this step you may want to generate a Certificate Template with Computer Authentication capability with Name supply in request and the option to export the private key.

\n

 

\n\n

 

\n

Step8: Intune Configurations

\n

Now that your base infrastructure configuration is complete, you can proceed with the Intune configuration.

\n\n

\n
 
\n\n

Get-WindowsAutopilotInfo –online -AddToGroup \"AZ-XYZ\" -Assign

\n

 

\n\n

 

\n\n

Specify the Subject name format as CN={{FullyQualifiedDomainName}}

\n

\n
 
\n\n

 

\n
    \n
  1. Specify a Connection Name
  2. \n
  3. Under Servers Description, specify a Name.
  4. \n
  5. For Ip Address or FQDN, specify the VPNServer info from VPNSettings.xml
  6. \n
  7. Set Default server to True.
  8. \n
  9. Enable Register IP address with internal DNS
  10. \n
  11. Choose the Connection type as IKEv2
  12. \n
  13. Choose Always On to Enable
  14. \n
  15. Set the Authentication method to Machine Certificates.
  16. \n
  17. Under Authentication certificate choose the SCEP Certificate profile you created before.
  18. \n
  19. Enable Device Tunnel
  20. \n
\n

\n
 
\n\n

\n
 
\n\n

\n\n

 

\n

 

\n

Time for testing and evaluation!

\n

 

\n

 

\n

Thanks,

\n

Arnab Mitra

\n

 

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Hi guys, 

 

Thanks for this is a great post but I am stuck on some cert issue. I have already created the NDES server and cert templates.

The Azure VPN its failing to connect and I think its a cert issue with the error \"The error code returned on failure is13801\"

I see those device profiles, with much appreciation can someone explain, what is this profile for :

 

1. VPN-Intermediate CA

2.PKCS Computer Certificate

3. Root CA profile 

?

 

Also, do those profiles apply to the machine during the enrollment page or after that?

the last question is the base image must be Windows Enterprise for this to work ?

My apologies if I am asking too many questions, I am trying to get somewhere fixing this painful issue 🙂

 

Thanks in advance !

 

Andrin

 

 

 

","body@stringLength":"1540","rawBody":"

Hi guys, 

 

Thanks for this is a great post but I am stuck on some cert issue. I have already created the NDES server and cert templates.

The Azure VPN its failing to connect and I think its a cert issue with the error \"The error code returned on failure is13801\"

I see those device profiles, with much appreciation can someone explain, what is this profile for :

 

1. VPN-Intermediate CA

2.PKCS Computer Certificate

3. Root CA profile 

?

 

Also, do those profiles apply to the machine during the enrollment page or after that?

the last question is the base image must be Windows Enterprise for this to work ?

My apologies if I am asking too many questions, I am trying to get somewhere fixing this painful issue 🙂

 

Thanks in advance !

 

Andrin

 

 

 

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