The Microsoft Entra Special Agent is an extension for the monitoring software Checkmk.
It can be integrated into Checkmk 2.3 or newer.
You can download the extension package as an .mkp file from the releases in this repository and upload it directly to your Checkmk site.
See the Checkmk documentation for details.
The Plugin provides monitoring for the following components:
- Microsoft Entra App Registration Credentials
- Microsoft Entra CA VPN Certificate
- Microsoft Entra Connect/Cloud Sync
- Microsoft Entra SAML Certificates
See Check Details for more information.
This Special Agent uses the Microsoft Graph API to collect the monitoring data.
To access the API, you need a Microsoft Entra tenant and a Microsoft Entra app registration with a client secret (Steps to Get It Working).
You need at least the following API application permissions for your app registration to use all the checks:
- Application.Read.All
- Organization.Read.All
For a more granular options, the required API permissions per check are listed in the next sections.
To activate the checks, you must configure the Microsoft Entra Special Agent in Checkmk. You will need the Microsoft Entra tenant ID, the App ID and the client secret from the Microsoft Entra app registration. When you configure the Special Agent, you have the option to select only the services that you want to monitor. You do not have to implement all the checks, but at least one of them.
Note
This plugin uses HTTPS connections to Microsoft.
Make sure you have enabled Trust system-wide configured CAs or uploaded the CA certificates for the Microsoft domains in Checkmk.
You can find these options in Setup > Global settings > Trusted certificate authorities for SSL under Site management.
If your system does not trust the certificate you will encounter the error: certificate verify failed: unable to get local issuer certificate.
Also do not block the communications to:
This check monitors the expiration time of secrets and certificates from Entra app registrations.
- Credential Expiration: Specify the lower levels for the Microsoft Entra app credential expiration time. The default values are 14 days (WARN) and 5 days (CRIT). To ignore the credential expiration, select "No levels".
- Exclude Credentials: Specify a list of credential descriptions that you do not want to monitor.
API Permissions: At least Application.Read.All (Application permission)
Endpoint: https://graph.microsoft.com/v1.0/applications
This check monitors the expiration time of the Entra Conditional Access VPN certificate.
- Certificate Expiration: Specify the lower levels for the Microsoft Entra Conditional Access VPN certificate expiration time. The default values are 14 days (WARN) and 5 days (CRIT). To ignore the certificate expiration, select "No levels".
API Permissions: At least Application.Read.All (Application permission)
Endpoint: https://graph.microsoft.com/v1.0/servicePrincipals
This check monitors the time since the last Entra Connect/Cloud Sync synchronisation.
- Time Since Last Sync: Specify the upper levels for the last sync time from Microsoft Entra Connect/Cloud Sync. The default values are 1 hour (WARN) and 3 hours (CRIT). To ignore the last sync time, select "No levels".
API Permissions: At least Organization.Read.All (Application permission)
Endpoint: https://graph.microsoft.com/v1.0/organization/{organizationId}
This check monitors the expiration time of certificates from Entra enterprise applications with SAML SSO configured.
- Certificate Expiration: Specify the lower levels for the Microsoft Entra SAML app certificate expiration time. The default values are 14 days (WARN) and 5 days (CRIT). To ignore the certificate expiration, select "No levels".
API Permissions: At least Application.Read.All (Application permission)
Endpoint: https://graph.microsoft.com/beta/servicePrincipals
To use this Checkmk Special Agent, you must configure a Microsoft Entra application to access the Microsoft Graph API endpoints. You must also have a host in Checkmk and configure the Special Agent rule for the host.
- Sign in to the Microsoft Entra Admin Center (https://entra.microsoft.com) as a Global Administrator (or at least a Privileged Role Administrator)
- Browse to Identity > Applications > App registrations
- Select New registration
- Provide a meaningful name (e.g. "Checkmk Special Agent")
- Select Accounts in this organizational directory only
- Do not specify a Redirect URI
- Click Register
Note
In the overview of your new application registration, you will find the Application (client) ID and the Directory (tenant) ID. You will need this information later for the configuration of the Checkmk Special Agent.
- Go to API permissions
- Click Add a permission > Microsoft Graph > Application permissions
- Add all API permissions for all services that you want to monitor (see sections above)
- Select Grant admin consent > Yes
- Go to Certificates & secrets and click New client secret
- Enter a description (e.g. the Checkmk Site name) and select an expiration period for the secret
- Log in to your Checkmk site
- Browse to Setup > Passwords
- Select Add password
- Specify a Unique ID and a Title
- Copy the generated secret from the Microsoft Entra Admin Center to the Password field
- Click Save
- Add a new host in Setup > Hosts
- Configure your custom settings and set
- IP address family: No IP
- Checkmk agent / API integrations: API integrations if configured, else Checkmk agent
- Save
- Navigate to the Special Agent rule Setup > Microsoft Entra (use the search bar)
- Add a new rule and configure the required settings
- Application (client) ID and Directory (tenant) ID from the Microsoft Entra Application
- For Client Secret select From password store and the password from Add a New Password
- Select all services that you want to monitor
- Add the newly created host in Explicit hosts
- Save and go to your new host and discover your new services
- Activate the changes