Thank you for posting your question in the Microsoft Q&A forum.
From the information you provided, I understand you are unable to install add ins in both Outlook classic and the new Outlook for Windows, while the installation works when you sign in with an Outlook.com mailbox. I truly appreciate the time you have invested testing across versions and accounts.
This behavior usually occurs when the desktop profile is connected using POP or IMAP rather than Exchange or Microsoft 365, which is required for Office web add ins to roam across Outlook experiences. In addition, the new Outlook supports only web add ins, so legacy COM add ins used by some solutions in Outlook classic do not load there. Moreover, privacy or organization policies can restrict access to the Office Store, which prevents installation.
To move forward, please follow the steps below that are tailored to suit your situation:
1/ Confirm the account type and use an Exchange or Microsoft 365 connection
- In Outlook classic, open File, then Account Settings, then Account Settings. Under the Type column, confirm the account shows Microsoft 365 or Exchange.
- If the account shows POP or IMAP, add the same mailbox using Microsoft 365 or Exchange if available. This connection is required for web add ins to appear in desktop.
- In the new Outlook, open Settings, then Accounts, and verify you are signed in with a Microsoft 365 or Outlook.com account. If only POP or IMAP accounts are present, add ins will not be available.
- If your mailbox is hosted by another provider and Exchange connectivity is not available, consider using Outlook on the web for add in access.
2/ Install from Outlook on the web so the add in roams to desktop
- Sign in to Outlook on the web with the same mailbox you use in the desktop app.
- Select Settings, then View all Outlook settings, then Mail, then Customize actions, then Get Add ins. Search for the required add in and choose Add.
- Restart Outlook classic or the new Outlook and allow a few minutes for roaming to complete.
- If it still does not appear in Outlook classic, open File, then Options, then Trust Center, then Trust Center Settings, then Privacy Options, and enable optional connected experiences. This setting allows access to the Office Store and roaming add ins.
3/ Update Outlook and refresh the add ins cache
- Update Outlook classic by opening any Office app, then File, then Account, then Update Options, then Update Now. In the new Outlook, open Settings, then About Outlook, and confirm you are on the latest version.
- Close Outlook. On Windows, delete the Wef folder at %LOCALAPPDATA%\Microsoft\Office\16.0\Wef Then start Outlook again to rebuild the add ins cache.
- If the add in still does not load, create a new Outlook profile by opening Control Panel, then Mail, then Show Profiles, then Add, and sign in again. This refreshes the mailbox configuration and add in registration.
For your information that you can concern: Import settings and install add-ins on new Outlook for Windows - Microsoft Support
4/ Contact IT administrator:
Since your account is managed by your organization, please contact your IT administrator to review your permissions and policies. If the issue persists after these checks, ask your IT administrator to submit a support request directly to Microsoft Support team.
They can raise a support ticket by visiting: Get support - Microsoft 365 admin | Microsoft Learn
As community moderators, we appreciate your understanding that our access to internal development details is limited. Our primary role is to guide users toward the appropriate resources and support channels. While we may not have visibility into deeper backend analysis, we’ll continue doing our best to support you within the scope of our responsibilities.
I hope this information is helpful. Please follow these steps and let me know if it works for you. If you have any updates regarding the issue, please feel free to share them with me.
Thank you for your patience and your understanding. I look forward to continuing the conversation.
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