Hi Luc Pasmans
Thank you for reaching out to the Q&A Forum.
The discrepancy between OWA and Desktop clients usually indicates that local device restrictions or privacy settings are blocking the add-in from loading.
According to Q&A Assist, you can try to check for Group Policy (GPO) Restrictions first.
Since this is a business account, your IT organization may have applied security policies that restrict add-ins on Desktop devices, which do not apply to the browser-based OWA > Please ask your IT Administrator to verify policies are active:
For more information, you can refer: Manage add-ins in the admin center - Microsoft 365 admin | Microsoft Learn
Check "Optional Connected Experiences"
Modern Outlook clients (especially New Outlook for Mac) disable Store and Admin-deployed add-ins if privacy settings are too strict. OWA is not affected by this local setting.
- For New Outlook on Mac: Go to Menu > Settings > Privacy.
- For Windows: Go to File > Office Account > Account Privacy > Manage Settings.
Ensure "Turn on optional connected experiences" is checked. If it was off, enable it and restart Outlook.
Verify Item Context
Desktop clients are stricter than OWA regarding where an add-in can run. The button will be disabled if:
- The email is in the Junk Email folder.
- The Reading Pane is turned off (an email must be selected/previewed for the ribbon button to activate).
Clear the Local Cache
- For Mac: Close Outlook > right click to Finder > Go to folder and go to
~/Library/Containers/com.microsoft.Outlook/Data/Library/Caches > Delete the contents
- For Windows: Close Outlook> Press and hold
Window +R > go to %LOCALAPPDATA%\Microsoft\Office\16.0\Wef\> Delete the contents
I hope this information proves helpful and I look forward to your response!
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