Securing Infrastructure Access at Scale in Large Enterprises
Dec 12
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Database Access with AWS RDS Proxy for Microsoft SQL Server

Teleport can provide secure access to Amazon RDS proxy for Microsoft 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 your Amazon RDS proxy for Microsoft SQL Server database with IAM authentication.
  2. Add the database to your Teleport cluster.
  3. Connect to the database via Teleport.

How it works

The Teleport Database Service uses IAM authentication to communicate with RDS Proxy. When a user connects to the database via Teleport, the Teleport Database Service obtains AWS credentials and authenticates to AWS as an IAM principal with permissions to access the database.

Supported Engine Family

Teleport currently supports RDS Proxy instances with engine family PostgreSQL, MariaDB/MySQL or Microsoft SQL Server.

This guide shows how to register a single RDS Proxy with your Teleport cluster. For a more scalable approach, learn how to set up Database Auto-Discovery to automatically enroll all AWS databases in your infrastructure.

Prerequisites

  • A running Teleport cluster version 16.4.10 or above. 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.

    Visit Installation for instructions on downloading tctl and tsh.

  • AWS account with RDS Proxy instances and permissions to create and attach IAM policies.
  • Any RDS Proxy instances intended for connection through Teleport must have TLS enabled.
  • A host, e.g., an EC2 instance, where you will run the Teleport Database Service.
  • 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. For example:
    tsh login --proxy=teleport.example.com --user=[email protected]
    tctl status

    Cluster teleport.example.com

    Version 16.4.10

    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 1/6. Install Teleport

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://cdn.teleport.dev/install-v16.4.10.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.

Step 2/6. Create a Teleport Database Service configuration

The Database Service requires a valid join token to join your Teleport cluster. Run the following tctl command and save the token output in /tmp/token on the server that will run the Database Service:

tctl tokens add --type=db --format=text
abcd123-insecure-do-not-use-this

For users with a lot of infrastructure in AWS, or who might create or recreate many instances, consider alternative methods for joining new EC2 instances running Teleport:

Create the Database Service configuration. Replace teleport.example.com:443 with the domain name and port of your Teleport Proxy Service or cloud-hosted Teleport Enterprise account and endpoint:port with the host and port of the database endpoint:

sudo teleport db configure create \ -o file \ --proxy=teleport.example.com:443 \ --uri=endpoint:port \ --protocol=sqlserver \ --token=/tmp/token \ --labels=env=dev

The command will generate a Teleport Database Service configuration file and place it at the /etc/teleport.yaml location.

Step 3/6. Configure Database Service IAM permissions

The Teleport Database Service needs AWS IAM permissions to provide access to RDS Proxy instances.

Create an IAM role for Teleport

Grant the Database Service access to credentials that it can use to authenticate to AWS.

  • If you are running the Database Service on an EC2 instance, you may use the EC2 Instance Metadata Service method
  • If you are running the Database Service in Kubernetes, you can use IAM Roles for Service Accounts (IRSA)
  • Otherwise, you must use environment variables

Teleport will detect when it is running on an EC2 instance and use the Instance Metadata Service to fetch credentials.

The EC2 instance should be configured to use an EC2 instance profile. For more information, see: Using Instance Profiles.

Refer to IAM Roles for Service Accounts (IRSA) to set up an OIDC provider in AWS and configure an AWS IAM role that allows the pod's service account to assume the role.

Teleport's built-in AWS client reads credentials from the following environment variables:

  • AWS_ACCESS_KEY_ID
  • AWS_SECRET_ACCESS_KEY
  • AWS_DEFAULT_REGION

When you start the Database Service, the service reads environment variables from a file at the path /etc/default/teleport. Obtain these credentials from your organization. Ensure that /etc/default/teleport has the following content, replacing the values of each variable:

AWS_ACCESS_KEY_ID=00000000000000000000
AWS_SECRET_ACCESS_KEY=0000000000000000000000000000000000000000
AWS_DEFAULT_REGION=<YOUR_REGION>

Teleport's AWS client loads credentials from different sources in the following order:

  • Environment Variables
  • Shared credentials file
  • Shared configuration file (Teleport always enables shared configuration)
  • EC2 Instance Metadata (credentials only)

While you can provide AWS credentials via a shared credentials file or shared configuration file, you will need to run the Database Service with the AWS_PROFILE environment variable assigned to the name of your profile of choice.

If you have a specific use case that the instructions above do not account for, consult the documentation for the AWS SDK for Go for a detailed description of credential loading behavior.

Grant permissions

Attach the following AWS IAM permissions to the Database Service IAM role:

{
    "Version": "2012-10-17",
    "Statement": [
        {
            "Sid": "RDSProxyConnect",
            "Effect": "Allow",
            "Action": "rds-db:connect",
            "Resource": "*"
        },
        {
            "Sid": "RDSProxyFetchMetadata",
            "Effect": "Allow",
            "Action": [
                "rds:DescribeDBProxies",
                "rds:DescribeDBProxyEndpoints"
            ],
            "Resource": "*"
        }
    ]
}
StatementPurpose
RDSProxyConnectGenerate an IAM authentication token to connect to a database.
RDSProxyFetchMetadataAutomatically import AWS tags as database labels or find missing information such as the database's AWS region.

The rds-db:connect permission is required to connect to databases. You can reduce the scope of the permission to only allow specific databases, regions, or users. The resource ARN has the following format:

arn:aws:rds-db:{Region}:{AccountID}:dbuser:{ResourceID}/{UserName}

Refer to Creating and using an IAM policy for IAM database access for more information about the rds-db:connect permission grant syntax.

Databases discovered by the Teleport Discovery Service should be registered with complete metadata, so you can also omit the RDSProxyFetchMetadata permissions if all of your AWS databases are being auto-discovered.

Step 4/6. Start the 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.

Step 5/6. Configure database user credentials

The Database Service connects to an RDS Proxy instance using IAM authentication. In addition, the RDS Proxy instance must also be able to connect to the RDS DB instance or Aurora DB cluster using pre-configured database user credentials.

First, use Secrets Manager to store sets of user name and password credentials. You create a separate Secrets Manager secret for each database user account that RDS Proxy connects to on the RDS DB instance or Aurora DB cluster. The password associated with the secret must match the database password for that user in the target database.

For example, the following AWS CLI command creates a Secrets Manager secret for database user alice:

aws secretsmanager create-secret \ --name rdsproxy_alice --description "database user alice" \ --secret-string '{"username":"alice","password":"password_for_alice"}'

Next, create an IAM role with a policy that can access these secrets, for example:

{
    "Version": "2012-10-17",
    "Statement": [
        {
            "Effect": "Allow",
            "Action": "secretsmanager:GetSecretValue",
            "Resource": [
                "arn:aws:secretsmanager:us-west-1:account_id:secret:rdsproxy_alice",
                "arn:aws:secretsmanager:us-west-1:account_id:secret:rdsproxy_anotheruser"
            ]
        },
        {   
            "Effect": "Allow",
            "Action": "kms:Decrypt",
            "Resource": "arn:aws:kms:us-west-1:account_id:key/key_id",
            "Condition": {
                "StringEquals": {
                    "kms:ViaService": "secretsmanager.us-east-2.amazonaws.com"
                }
            }
        }
    ]
}

The IAM role should have the following trust policy:

{
  "Version": "2012-10-17",
  "Statement": [
    {
      "Sid": "",
      "Effect": "Allow",
      "Principal": {
        "Service": "rds.amazonaws.com"
      },
      "Action": "sts:AssumeRole"
    }
  ]
}

Lastly, modify the RDS Proxy authentication settings to use the created IAM role and Secrets Manager secrets. Make sure IAM authentication is set to Required:

IAM authentication per database user

If you need to disable IAM authentication for some database users that are not intended for Teleport access, use the following AWS CLI command to set IAMAuth per secret:

aws rds modify-db-proxy --db-proxy-name my-rds-proxy --auth AuthScheme=SECRETS,SecretArn=arn-of-teleport-access-user,\IAMAuth=REQUIRED AuthScheme=SECRETS,SecretArn=arn-of-non-teleport-user,IAMAuth=DISABLED ...

See aws rds modify-db-proxy help for more information.

Step 6/6. Connect

Once the Database Service has started and joined the cluster, log in to see the registered database:

tsh login --proxy=teleport.example.com:443 --user=alice
tsh db ls
Name Description Labels---------------------------- ------------------------------- -------rds-proxy RDS Proxy in us-west-1 ...

Retrieve credentials for the database and connect to it as the alice user:

tsh db connect --db-user=alice --db-name=dev rds-proxy

To log out of the database and remove credentials:

tsh db logout rds-proxy

Troubleshooting

Certificate error

If your tsh db connect error includes the following text, you likely have an RDS or DocumentDB database created before July 28, 2020, which presents an X.509 certificate that is incompatible with Teleport:

x509: certificate relies on legacy Common Name field, use SANs instead

AWS provides instructions to rotate your SSL/TLS certificate.

No credential providers error

If you see the error NoCredentialProviders: no valid providers in chain in Database Service logs then Teleport is not detecting the required credentials to connect via AWS IAM permissions. Check whether the credentials or security role has been applied in the machine running the Teleport Database Service.

When running on EKS, this error may occur if the Teleport Database Service cannot access IMDSv2 when the PUT requests hop limit on the worker node instance is set to 1. You can use the following commands to check the hop limit:

aws ec2 describe-instances --instance-ids <node-instance-id> | grep HttpPutResponseHopLimit
"HttpPutResponseHopLimit": 1,

See IMDSv2 support for EKS and EKS best practices for more details.

Timeout errors

The Teleport Database Service needs connectivity to your database endpoints. That may require enabling inbound traffic on the database from the Database Service on the same VPC or routing rules from another VPC. Using the nc program you can verify connections to databases:

nc -zv postgres-instance-1.sadas.us-east-1.rds.amazonaws.com 5432

Connection to postgres-instance-1.sadas.us-east-1.rds.amazonaws.com (172.31.24.172) 5432 port [tcp/postgresql] succeeded!

Not authorized to perform sts:AssumeRole

The Database Service assumes an IAM role in one of following situations:

  • A Teleport user specifies an IAM role as the database user they wish to use when accessing AWS services that require IAM roles as database users. Databases that support using an IAM role as a database user include: DynamoDB, Keyspaces, Opensearch, Redshift, and Redshift Serverless.
  • The assume_role_arn field is specified for the database resources or dynamic resource matchers.

When both of the above conditions are true for a database connection, the Database Service performs a role chaining by assuming the IAM role specified in assume_role_arn first, then using that IAM role to assume the IAM role for the database user.

You may encounter the following error if the trust relationship is not configured properly between the IAM roles:

AccessDenied: User: arn:aws:sts::111111111111:assumed-role/teleport-db-service-role/i-* is not authorized to perform: sts:AssumeRole on resource: arn:aws:iam::111111111111:role/db-user-role

To allow IAM Role teleport-db-service-role to assume IAM Role db-user-role, the following is generally required:

1. Configure Trust Relationships on db-user-role

teleport-db-service-role or its AWS account should be set as Principal in db-user-role's trust policy.

{
  "Version": "2012-10-17",
  "Statement": [
    {
      "Effect": "Allow",
      "Principal": {
        "AWS": "arn:aws:iam::aws-account-id:role/teleport-db-service-role"
      },
      "Action": "sts:AssumeRole"
    }
  ]
}
{
  "Version": "2012-10-17",
  "Statement": [
    {
      "Effect": "Allow",
      "Principal": {
        "AWS": "arn:aws:iam::aws-account-id:root"
      },
      "Action": "sts:AssumeRole"
    }
  ]
}
{
  "Version": "2012-10-17",
  "Statement": [
    {
      "Effect": "Allow",
      "Principal": {
        "AWS": "arn:aws:iam::external-aws-account-id:role/teleport-db-service-role"
      },
      "Action": "sts:AssumeRole",
      "Condition": {
        "StringEquals": {
          "sts:ExternalId": "example-external-id"
        }
      }
    }
  ]
}

2. Configure Permissions Policies on teleport-db-service-role

teleport-db-service-role requires sts:AssumeRole permissions, for example:

{
    "Version": "2012-10-17",
    "Statement": [
        {
            "Action": "sts:AssumeRole",
            "Effect": "Allow",
            "Resource": "arn:aws:iam::aws-account-id:role/db-user-role"
        }
    ]
}

Note that this policy can be omitted when teleport-db-service-role and db-user-role are in the same AWS account and teleport-db-service-role's full ARN is configured as Principal in db-user-role's trust policy.

3. Configure Permissions Boundary on teleport-db-service-role

If teleport-db-service-role does not have an attached Permissions boundary then you can skip this step. Otherwise, the boundary policy attached to teleport-db-service-role must include sts:AssumeRole permissions, for example:

{
    "Version": "2012-10-17",
    "Statement": [
        {
            "Action": "sts:AssumeRole",
            "Effect": "Allow",
            "Resource": "*"
        }
    ]
}

You can test the trust relationship by running this AWS CLI command as teleport-db-service-role:

aws sts assume-role --role-arn arn:aws:iam::111111111111:role/db-user-role --role-session-name test-trust-relationship

Learn more on how to use trust policies with IAM roles.

Maximum policy size exceeded errors

Due to IAM and STS character limits, you may encounter one of the following errors in the Database Service logs when large numbers of databases are registered:

  • LimitExceeded: Maximum policy size of 2048 bytes exceeded for user <iam-user>
  • LimitExceeded: Maximum policy size of 10240 bytes exceeded for role <iam-role>

For reference, a user policy can maintain permissions for approximately 6 Redshift databases, or 20 RDS databases due to the IAM policy character limits. A role policy can maintain permissions for approximately 30 Redshift databases, or 100 RDS databases.

To get around this limit, try using one or a combination of the following methods:

You can reduce the policy size by separating them into multiple IAM roles. Use assume_role_arn to specify different IAM roles for accessing the databases:

You can specify assume_role_arn in the AWS matchers of Discovery Service's configuration:

Discovery Service exposes a configuration parameter - discovery_service.discovery_group - that allows you to group discovered resources into different sets. This parameter is used to prevent Discovery Agents watching different sets of cloud resources from colliding against each other and deleting resources created by another services.

When running multiple Discovery Services, you must ensure that each service is configured with the same discovery_group value if they are watching the same cloud resources or a different value if they are watching different cloud resources.

It is possible to run a mix of configurations in the same Teleport cluster meaning that some Discovery Services can be configured to watch the same cloud resources while others watch different resources. As an example, a 4-agent high availability configuration analyzing data from two different cloud accounts would run with the following configuration.

  • 2 Discovery Services configured with discovery_group: "prod" polling data from Production account.
  • 2 Discovery Services configured with discovery_group: "staging" polling data from Staging account.
discovery_service:
  discovery_group: "prod"
  enabled: "yes"
  aws:
    - types: ["rds"]
      regions: ["us-west-1", "us-west-2"]
      assume_role_arn: "arn:aws:iam::123456789012:role/example-role-rds-env-prod-discovery"
      tags:
        "env": "prod"

    - types: ["redshift", "redshift-serverless"]
      regions: ["us-west-2"]
      assume_role_arn: "arn:aws:iam::123456789012:role/example-role-redshift-env-dev"
      tags:
        "env": "dev"

The Discovery Service will use the IAM roles specified in assume_role_arn for discovery, and by default the Database Service will use the same IAM roles for authentication.

However, you can also overwrite the IAM roles for authentication by Database Service if you wish to use different roles:

db_service:
  enabled: "yes"
  resources:
    # Matches us-west-1 env=prod RDS databases from Discovery Service, and
    # overwrites assume_role_arn.
    - labels:
        "env": "prod"
        "region": "us-west-1"
      aws:
        assume_role_arn: "arn:aws:iam::123456789012:role/example-role-rds-env-prod-us-west-1-access"

    # Matches us-west-2 env=prod RDS databases from Discovery Service, and
    # overwrites assume_role_arn.
    - labels:
        "env": "prod"
        "region": "us-west-2"
      aws:
        assume_role_arn: "arn:aws:iam::123456789012:role/example-role-rds-env-prod-us-west-2-access"

    # Matches env=dev Redshift databases from Discovery Service and inherits
    # "arn:aws:iam::123456789012:role/example-role-redshift-env-dev"
    - labels:
        "env": "dev"
Auto-discovery labels

Teleport generates certain labels derived from the cloud resource attributes during discovery. See Auto-Discovery labels /labels/#auto-discovery) for more details.

Create or print the required IAM policies with the following commands and attach them to the respective IAM roles:

teleport db configure aws create-iam --types redshift,redshift-serverless --name teleport-redshift-access
teleport db configure aws print-iam --types redshift,redshift-serverless

Refer to the command usage for a complete list of database types supported by the --types option.

You can specify assume_role_arn in the AWS matchers of Database Service's configuration:

db_service:
  enabled: "yes"
  aws:
    - types: ["rds"]
      regions: ["us-west-1", "us-west-2"]
      assume_role_arn: "arn:aws:iam::123456789012:role/example-role-rds-env-prod"
      tags:
        "env": "prod"

    - types: ["redshift", "redshift-serverless"]
      regions: ["us-west-2"]
      assume_role_arn: "arn:aws:iam::123456789012:role/example-role-redshift-env-dev"
      tags:
        "env": "dev"

The Database Service will use the IAM roles specified assume_role_arn for both discovery and authentication.

To bootstrap IAM permissions, run the bootstrap command for each assume_role_arn:

teleport db configure bootstrap \ -c /etc/teleport.yaml \ --policy-name teleport-policy-rds-env-prod \ --attach-to-role "arn:aws:iam::123456789012:role/example-role-rds-env-prod"

You can specify aws.assume_role_arn when defining databases in Database Service's configuration:

db_service:
  enabled: "yes"
  databases:
  - name: "rds-postgres"
    protocol: "postgres"
    uri: "rds-postgres.abcdef012345.us-west-1.rds.amazonaws.com:5432"
    aws:
        assume_role_arn: "arn:aws:iam::123456789012:role/example-rds-access-role"

To bootstrap IAM permissions, run the bootstrap command for each assume_role_arn:

teleport db configure bootstrap \ -c /etc/teleport.yaml \ --policy-name teleport-policy-rds-access \ --attach-to-role "arn:aws:iam::123456789012:role/example-rds-access-role"

You can specify aws.assume_role_arn when defining databases:

kind: db
version: v3
metadata:
  name: "rds-postgres"
  labels:
    env: "dev"
spec:
  protocol: "postgres"
  uri: "rds-postgres.abcdef012345.us-west-1.rds.amazonaws.com:5432"
  aws:
    assume_role_arn: "arn:aws:iam::123456789012:role/example-rds-access-role"

Alternatively, you can overwrite the IAM roles for authentication by Database Service:

db_service:
  enabled: "yes"
  resources:
    # Matches env=dev databases and overwrites assume_role_arn.
    - labels:
        "env": "dev"
      aws:
        assume_role_arn: "arn:aws:iam::123456789012:role/example-env-dev-access"

    # Matches env=prod database, and use the assume_role_arn in the database's
    # definition or use the host IAM identity if assume_role_arn is empty.
    - labels:
        "env": "prod"

Create or print the required IAM policies with the following commands and attach them to the respective IAM roles:

teleport db configure aws create-iam --types rds --name teleport-rds-access
teleport db configure aws print-iam --types rds

Refer to the command usage for a complete list of database types supported by the --types option.

The IAM roles specified in assume_role_arn must trust the IAM identity of the host running the Database Service.

The assume_role_arn is not limited to the same AWS account so you can also use this feature for AWS Cross-Account Access.

You can manually manage IAM policies for database connections instead of relying on the Database Service to update them.

For example, you can limit the character size by attaching a policy with a wildcard "*" for "Resource":

{
    "Version": "2012-10-17",
    "Statement": [
        {
            "Effect": "Allow",
            "Action": "rds-db:connect",
            "Resource": "*"
        }
    ]
}
{
    "Version": "2012-10-17",
    "Statement": [
        {
            "Effect": "Allow",
            "Action": "redshift:GetClusterCredentials",
            "Resource": "*"
        }
    ]
}

You can safely remove the inline policy created by the Database Service and the IAM permissions for the Database Service to Get/Put/Delete the user or role policy.

You can deploy the Database Service in a highly available (HA) configuration where databases can be sharded to separate Database Services with different IAM roles.

IAM users have a lower character limit compared to IAM roles. If the limit is exceeded for a user policy, it is recommended to use IAM roles for the Database Service instead.

Next steps

  • Take a look at the YAML configuration reference.