Hi @Joshua Wyman Based on your description, here are some steps you can take to troubleshoot and resolve the problem:
- Verify that the following policies are assigned to the affected users: A Teams Upgrade policy which enables scheduling meetings in Teams. For more information, see Set your coexistence and upgrade settings. A Teams Meeting policy that permits the Outlook add-in to be installed. For more information, see Meeting policy settings.
- If you're an administrator, you can use the following diagnostic tool to validate that a user has the correct policies to enable the Teams Outlook add-in. Go to the Microsoft 365 admin center. Click on Run Tests: Teams Add-in Missing in Outlook. Enter the email address of the user experiencing issues with the Teams Outlook add-in and select Run Tests. The diagnostic will provide next steps to resolve any tenant or policy configuration issues and validate the user’s configuration.
- If policies are assigned correctly but the add-in still won’t install, or if you’re not an administrator, download and run the Microsoft Support and Recovery Assistant.
- If you'd like to perform the checks and make the fixes manually, please follow the article.
- If you still don't see the Teams Meeting add-in, make sure it's enabled in Outlook. In Outlook, select File > Options. In the Outlook Options dialog box, select the Add-ins tab. Check whether Microsoft Teams Meeting Add-in for Microsoft Office is listed in the Active Application Add-ins list. If the add-in is not listed in the list of active applications, and you see the Teams Meeting Add-in listed in the Disabled Application Add-ins list, select Manage > COM Add-ins and then select Go… Select the checkbox next to Microsoft Teams Meeting Add-in for Microsoft Office. Select OK on all the dialog boxes that are open and restart Outlook.
- If the add-in still doesn't appear, please check the registry settings.
For more details, you may refer to the article. Hope the above information is helpful for you!
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