❓ Outlook Add-In (new): SecuMails are sent unencrypted

If the FTAPI Outlook Add-In triggers a delivery in the new Outlook, but the email arrives unencrypted and an HTTP 400 error appears in the Dev Log, a Microsoft privacy setting is usually disabled.

Symptom

The user is logged into the FTAPI Outlook Add-In. When sending a SecuMail, an HTTP 400 Bad Request becomes visible in the Network tab of the Outlook Developer Tools. The delivery is sent unencrypted, even though the Add-In is open.

The Outlook Developer Tools can be opened via the command line using olk.exe --devtools. The window will appear automatically the next time Outlook is started.

Cause

The FTAPI Outlook Add-In in the new Outlook is based on Microsoft's web add-in architecture and uses cloud-based services to exchange data between the compose window and the add-in. If the Turn on optional connected experiences setting is disabled in the privacy settings, Microsoft blocks this communication. The add-in cannot correctly intercept the sending process, and the delivery is sent unencrypted.

Solution

The affected person must enable the following setting in Outlook:

Settings > General > Privacy and data > Privacy settings

There, turn on the switch for Turn on optional connected experiences.

After enabling this setting, the sending of SecuMails via FTAPI will be correctly encrypted again.

Note for administrators

In O365 environments, this setting may be disabled by organizational policies. IT administrators can control this value centrally via the Microsoft 365 Admin Center or via PowerShell.

Related articles

Outlook Add-In (new): Rollout via Microsoft 365 Admin Center

Outlook Add-In (new): Central configuration via PowerShell