Tutorial: Microsoft Entra SSO integration with Lessonly

In this tutorial, you'll learn how to integrate Lessonly with Microsoft Entra ID. When you integrate Lessonly with Microsoft Entra ID, you can:

• Control in Microsoft Entra ID who has access to Lessonly.
• Enable your users to be automatically signed-in to Lessonly with their Microsoft Entra accounts.
• Manage your accounts in one central location.

Prerequisites

To get started, you need the following items:

• A Microsoft Entra subscription. If you don't have a subscription, you can get a free account.
• Lessonly single sign-on (SSO) enabled subscription.

Scenario description

In this tutorial, you configure and test Microsoft Entra SSO in a test environment.

• Lessonly supports SP initiated SSO.
• Lessonly supports Just In Time user provisioning.

Add Lessonly from the gallery

To configure the integration of Lessonly into Microsoft Entra ID, you need to add Lessonly from the gallery to your list of managed SaaS apps.

1. Sign in to the Microsoft Entra admin center as at least a Cloud Application Administrator.
2. Browse to Identity > Applications > Enterprise applications > New application.
3. In the Add from the gallery section, type Lessonly in the search box.
4. Select Lessonly from results panel and then add the app. Wait a few seconds while the app is added to your tenant.

Alternatively, you can also use the Enterprise App Configuration Wizard. In this wizard, you can add an application to your tenant, add users/groups to the app, assign roles, and walk through the SSO configuration as well. Learn more about Microsoft 365 wizards.

Configure and test Microsoft Entra SSO for Lessonly

Configure and test Microsoft Entra SSO with Lessonly using a test user called B.Simon. For SSO to work, you need to establish a link relationship between a Microsoft Entra user and the related user in Lessonly.

To configure and test Microsoft Entra SSO with Lessonly, perform the following steps:

1. Configure Microsoft Entra SSO - to enable your users to use this feature.
   1. Create a Microsoft Entra test user - to test Microsoft Entra single sign-on with B.Simon.
   2. Assign the Microsoft Entra test user - to enable B.Simon to use Microsoft Entra single sign-on.
2. Configure Lessonly SSO - to configure the single sign-on settings on application side.
   1. Create Lessonly test user - to have a counterpart of B.Simon in Lessonly that is linked to the Microsoft Entra representation of user.
3. Test SSO - to verify whether the configuration works.

Configure Microsoft Entra SSO

Follow these steps to enable Microsoft Entra SSO.

1. Sign in to the Microsoft Entra admin center as at least a Cloud Application Administrator.

2. Browse to Identity > Applications > Enterprise applications > Lessonly > Single sign-on.

3. On the Select a single sign-on method page, select SAML.

4. On the Set up single sign-on with SAML page, click the pencil icon for Basic SAML Configuration to edit the settings.

   

5. On the Basic SAML Configuration section, enter the values for the following fields:

   a. In the Sign on URL text box, type a URL using the following pattern: https://<companyname>.lessonly.com/auth/saml

   Note

   When referencing a generic name that companyname needs to be replaced by an actual name.

   b. In the Reply URL (Assertion Customer Service URL) text box, type a URL using the following pattern: https://<companyname>.lessonly.com/auth/saml/callback

   c. In the Identifier (Entity ID) text box, type a URL using the following pattern: https://<companyname>.lessonly.com/auth/saml/metadata

   Note

   These values are not real. Update these values with the actual Sign on URL, Reply URL, and Identifier. Contact Lessonly.com Client support team to get these values. You can also refer to the patterns shown in the Basic SAML Configuration section.

6. Lessonly application expects the SAML assertions in a specific format, which requires you to add custom attribute mappings to your SAML token attributes configuration. The following screenshot shows the list of default attributes.

   

7. In addition to above, Lessonly application expects few more attributes to be passed back in SAML response which are shown below. These attributes are also pre populated but you can review them as per your requirements.

   Name	Source Attribute
   urn:oid:2.5.4.42	user.givenname
   urn:oid:2.5.4.4	user.surname
   urn:oid:0.9.2342.19200300.100.1.3	user.mail
   urn:oid:1.3.6.1.4.1.5923.1.1.1.10	user.objectid

8. On the Set up single sign-on with SAML page, in the SAML Signing Certificate section, find Certificate (Base64) and select Download to download the certificate and save it on your computer.

   

9. On the Set up Lessonly section, copy the appropriate URL(s) based on your requirement.

   

Create a Microsoft Entra test user

In this section, you'll create a test user called B.Simon.

1. Sign in to the Microsoft Entra admin center as at least a User Administrator.
2. Browse to Identity > Users > All users.
3. Select New user > Create new user, at the top of the screen.
4. In the User properties, follow these steps:
   1. In the Display name field, enter B.Simon.
   2. In the User principal name field, enter the username@companydomain.extension. For example, B.Simon@contoso.com.
   3. Select the Show password check box, and then write down the value that's displayed in the Password box.
   4. Select Review + create.
5. Select Create.

Assign the Microsoft Entra test user

In this section, you'll enable B.Simon to use single sign-on by granting access to Lessonly.

1. Sign in to the Microsoft Entra admin center as at least a Cloud Application Administrator.
2. Browse to Identity > Applications > Enterprise applications > Lessonly.
3. In the app's overview page, select Users and groups.
4. Select Add user/group, then select Users and groups in the Add Assignment dialog.
   1. In the Users and groups dialog, select B.Simon from the Users list, then click the Select button at the bottom of the screen.
   2. If you are expecting a role to be assigned to the users, you can select it from the Select a role dropdown. If no role has been set up for this app, you see "Default Access" role selected.
   3. In the Add Assignment dialog, click the Assign button.

Configure Lessonly SSO

To configure single sign-on on Lessonly side, you need to send the downloaded Certificate (Base64) and appropriate copied URLs from the application configuration to Lessonly support team. They set this setting to have the SAML SSO connection set properly on both sides.

Create Lessonly test user

The objective of this section is to create a user called B.Simon in Lessonly.com. Lessonly.com supports just-in-time provisioning, which is by default enabled.

There is no action item for you in this section. A new user will be created during an attempt to access Lessonly.com if it doesn't exist yet.

Test SSO

In this section, you test your Microsoft Entra single sign-on configuration with following options.

• Click on Test this application, this will redirect to Lessonly Sign-on URL where you can initiate the login flow.

• Go to Lessonly Sign-on URL directly and initiate the login flow from there.

• You can use Microsoft My Apps. When you click the Lessonly tile in the My Apps, this will redirect to Lessonly Sign-on URL. For more information about the My Apps, see Introduction to the My Apps.

Next steps

Once you configure Lessonly you can enforce session control, which protects exfiltration and infiltration of your organization’s sensitive data in real time. Session control extends from Conditional Access. Learn how to enforce session control with Microsoft Defender for Cloud Apps.