Scaling Privileged Access for Modern Infrastructure: Real-World Insights
Apr 25
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Database Access with SQL Server on Azure

Teleport can provide secure access to Azure SQL Server via the Teleport Database Service. This allows for fine-grained access control through Teleport's RBAC.

In this guide, you will:

  1. Configure an Azure SQL Server using Azure Active Directory authentication.
  2. Join the Azure SQL Server database to your Teleport cluster.
  3. Connect to the Azure SQL Server database via the Teleport Database Service.

Prerequisites

Database access for Azure SQL Server with Azure Active Directory authentication is available starting from Teleport 11.0.

  • A running Teleport cluster. If you want to get started with Teleport, sign up for a free trial or set up a demo environment.

  • The tctl admin tool and tsh client tool version >= 15.2.2.

    On Teleport Enterprise, you must use the Enterprise version of tctl, which you can download from your Teleport account workspace. Otherwise, visit Installation for instructions on downloading tctl and tsh for Teleport Community Edition.

  • SQL Server running on Azure.
  • The Teleport Database Service running on an Azure virtual instance.
  • To check that you can connect to your Teleport cluster, sign in with tsh login, then verify that you can run tctl commands using your current credentials. tctl is supported on macOS and Linux machines. For example:
    tsh login --proxy=teleport.example.com --user=[email protected]
    tctl status

    Cluster teleport.example.com

    Version 15.2.2

    CA pin sha256:abdc1245efgh5678abdc1245efgh5678abdc1245efgh5678abdc1245efgh5678

    If you can connect to the cluster and run the tctl status command, you can use your current credentials to run subsequent tctl commands from your workstation. If you host your own Teleport cluster, you can also run tctl commands on the computer that hosts the Teleport Auth Service for full permissions.

Step 1/8. Create a Teleport user

Tip

To modify an existing user to provide access to the Database Service, see Database Access Access Controls

Create a local Teleport user with the built-in access role:

tctl users add \ --roles=access \ --db-users=\* \ --db-names=\* \ alice

Create a local Teleport user with the built-in access and requester roles:

tctl users add \ --roles=access,requester \ --db-users=\* \ --db-names=\* \ alice
FlagDescription
--rolesList of roles to assign to the user. The builtin access role allows them to connect to any database server registered with Teleport.
--db-usersList of database usernames the user will be allowed to use when connecting to the databases. A wildcard allows any user.
--db-namesList of logical databases (aka schemas) the user will be allowed to connect to within a database server. A wildcard allows any database.
Warning

Database names are only enforced for PostgreSQL and MongoDB databases.

For more detailed information about database access controls and how to restrict access see RBAC documentation.

Step 2/8. Enable the SQL Server Azure Active Directory integration

If you have it enabled, you can go to the next step.

Go to the Azure Portal, select Database servers, and select the database you wish to enable the Azure Active Directory integration.

Select Azure Active Directory in the left-hand column.

Select Set Admin, and choose an account that will be added as an admin login to SQL Server.

Step 3/8. Configure IAM permissions for Teleport

The Teleport Database Service needs Azure IAM permissions to:

  • Discover and register SQL Server instances.
  • Fetch virtual machine managed identities used for login.

Configure an Azure service principal

Teleport requires the following permissions:

  • <resource-type>/read permissions for discovery, but only for the resource types you have. For example, Microsoft.Sql/managedInstances/read.
  • Microsoft.Compute/virtualMachines/read.

Here is a sample role definition allowing Teleport to read Azure SQL Servers and Azure SQL Managed Instances:

{
    "properties": {
        "roleName": "SQLServerAutoDiscovery",
        "description": "Allows Teleport to discover SQL Servers and SQL Managed Instances.",
        "assignableScopes": [
            "/subscriptions/xxxxxxxx-xxxx-xxxx-xxxx-xxxxxxxxxxxx"
        ],
        "permissions": [
            {
                "actions": [
                    "Microsoft.Sql/managedInstances/read",
                    "Microsoft.Sql/servers/read",
                    "Microsoft.Compute/virtualMachines/read"
                ],
                "notActions": [],
                "dataActions": [],
                "notDataActions": []
            }
        ]
    }
}

The assignableScopes field above includes a subscription (/subscriptions/<subscription>), allowing the role to be assigned at any resource scope within that subscription or the subscription scope itself. If you want to further limit the assignableScopes, you can use a resource group (/subscriptions/<subscription>/resourceGroups/<group>) or a management group (/providers/Microsoft.Management/managementGroups/<group>) instead.

Go to the Subscriptions page and select a subscription.

Click on Access control (IAM) in the subscription and select Add > Add custom role:

IAM custom role

In the custom role creation page, click the JSON tab and click Edit, then paste the JSON example and replace the subscription in assignableScopes with your own subscription id:

Step 4/8. Configure virtual machine identities

In the Teleport Database Service virtual machine's Identity section, enable the system assigned identity. This is used by Teleport to access Azure APIs.

To grant Teleport permissions, the custom role you created must be assigned to the virtual machine system assigned identity. On the same page, click on the Azure role assignments, then on Add role assignment. Select the custom role and save.

Azure Role Assignments

The role assignment should be at a high enough scope to allow the Teleport Database Service to discover all matching databases. See Identify the needed scope for more information about Azure scopes and creating role assignments.

Login identities

The Teleport Database Service needs access tokens from Azure AD to authenticate with SQL Server databases.

It uses the managed identities attached to its Virtual Machine to fetch the authentication token.

To create a new user-assigned managed identity, go to the Managed Identities page in your Azure Portal and click on Create. Choose a name and resource group for it and create:

Azure Create user managed identity page

Next, go to the Teleport Database Service virtual machine instance, Identity section, select User assigned, and add the identity we just created:

Step 5/8. Enable managed identities login on SQL Server

Azure AD SQL Server integration uses database-level authentication (contained users), meaning we must create a user for our identities on each database we want to access.

To create contained users for the identities, connect to your SQL server using its Activity Directory Admin and execute the query:

USE MyDatabase;
CREATE USER [sqlserver-identity] FROM EXTERNAL PROVIDER;

The newly created user will be attached to the public role, which might not have enough permissions to perform queries. Consider granting individual permissions to the user or assigning it to an existing role. For example, add the user as a member of the db_datareader role:

ALTER ROLE db_datareader ADD MEMBER [sqlserver-identity];

Step 6/8. Create a Database Service configuration

Install Teleport on the host where you will run the Teleport Database Service:

Install Teleport on your Linux server:

  1. Assign edition to one of the following, depending on your Teleport edition:

    EditionValue
    Teleport Enterprise Cloudcloud
    Teleport Enterprise (Self-Hosted)enterprise
    Teleport Community Editionoss
  2. Get the version of Teleport to install. If you have automatic agent updates enabled in your cluster, query the latest Teleport version that is compatible with the updater:

    TELEPORT_DOMAIN=example.teleport.com
    TELEPORT_VERSION="$(curl https://$TELEPORT_DOMAIN/v1/webapi/automaticupgrades/channel/default/version | sed 's/v//')"

    Otherwise, get the version of your Teleport cluster:

    TELEPORT_DOMAIN=example.teleport.com
    TELEPORT_VERSION="$(curl https://$TELEPORT_DOMAIN/v1/webapi/ping | jq -r '.server_version')"
  3. Install Teleport on your Linux server:

    curl https://goteleport.com/static/install.sh | bash -s ${TELEPORT_VERSION} edition

    The installation script detects the package manager on your Linux server and uses it to install Teleport binaries. To customize your installation, learn about the Teleport package repositories in the installation guide.

Generate a configuration file at /etc/teleport.yaml for the Database Service. Set the --proxy command-line option to the address for your Teleport cluster and the --azure-sqlserver-discovery to the appropriate region:

sudo teleport db configure create \ -o file \ --token=/tmp/token \ --proxy=teleport.example.com:443 \ --azure-sqlserver-discovery=eastus

The command will generate a Database Service configuration with Azure SQL Server auto-discovery enabled in the eastus region and place it at the /etc/teleport.yaml location.

Step 7/8. Start Teleport Database Service

Configure the Teleport Database Service to start automatically when the host boots up by creating a systemd service for it. The instructions depend on how you installed the Teleport Database Service.

On the host where you will run the Teleport Database Service, enable and start Teleport:

sudo systemctl enable teleport
sudo systemctl start teleport

On the host where you will run the Teleport Database Service, create a systemd service configuration for Teleport, enable the Teleport service, and start Teleport:

sudo teleport install systemd -o /etc/systemd/system/teleport.service
sudo systemctl enable teleport
sudo systemctl start teleport

You can check the status of the Teleport Database Service with systemctl status teleport and view its logs with journalctl -fu teleport.

Tip

A single Teleport process can run multiple different services, for example multiple Database Service agents as well as the SSH Service or Application Service.

Step 8/8. Connect

Log in to your Teleport cluster. Your database should appear in the list of available databases:

tsh login --proxy=teleport.example.com --user=alice
tsh db ls
Name Description Allowed Users Labels Connect------------------ ---------------------------------- ------------- ------ -------sqlserver Azure SQL Server in westeurope [*] ...sqlserver-managed Azure Managed SQL Server in eastus [*] ...

To retrieve credentials for a database and connect to it:

tsh db connect --db-user=sqlserver-identity --db-name=master sqlserver

Where --db-user is the managed identity name.

Note

Either the sqlcmd or mssql-cli command-line clients should be available in PATH in order to be able to connect. tsh attempts to run sqlcmd first and, if it's not present on the PATH, runs mssql-cli.

If you have neither command-line clients available on your system, you can run the following command to start a local proxy server that you can connect to with your SQL Server client:

tsh proxy db --db-user=teleport --tunnel sqlserver

Read the Database Access GUI Clients guide for how to connect your DB GUI client to the local proxy.

Troubleshooting

Could not find identity

If you see the error could not find identity "my-identity" attached to the instance when connecting to your database, then the identity you’re trying to connect with is not attached to the Teleport Database Service virtual machine. You can navigate to the Virtual Machines page within Azure Portal, open the Teleport instance, Identity section, and choose User assigned to see all identities you can connect with. If you don’t see your identity check Step 4 to see how to add it.

Login failed for the user

When connecting to your database, and you see the error mssql: login error: Login failed for user '<token-identified principal>', it means your managed identity login is not present on the SQL database. You’ll need to create their users as described in Step 6. Remember: you must create the users on all databases you want to connect.

Timeout connecting to the database

If you receive the error i/o timeout issue when connecting to your database, please check if the Teleport Database service can reach the database on Azure.

In case your database is public, you can enable it to receive connections from Azure services without creating firewall rules: Go to your database page, Network tab, and at the bottom of the page in the Exceptions section check the option "Allow Azure services and resources to access this server" and save.

If your database is not public and it is using private endpoints, ensure that they're on the same VPC, or if the Teleport VM VPC is peering with the database one.

To check if the VM has access, you can do the following on the VM:

  • Using netcat: nc -v yourdatabase.database.windows.net 1433
  • Using telnet: telnet yourdatabase.database.windows.net 1433

Next steps

  • Take a look at the YAML configuration reference.