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Outlook doesn't start after update from 2016 to 365

Outlook doesn't start on a PC with User with Roaming Profile after I've updated Office from 2016 to 365. Outlook 2016 was working fine but I needed to update the PC to 365. Other Office Applications such as Word and Excel work fine but Outlook not. The Icon is the Generic White Icon and when I try to start nothing happens and no message is displayed. I've already promoted the User to Admin, Repaired Office, Remove/Reinstalled. Suggestions?

P.S.: Exchange still On Prem.

OutlookPCMicrosoft OfficeMicrosoft 365

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ASKER

Thanks. I'm following your suggestions. BTW this happens only with UserA (Roaming Profile). UserB (Local Profile, same PC) Works fine. I'll be back soon.
Outlook
Outlook

Microsoft Outlook is a personal information manager from Microsoft, available as a part of the Microsoft Office suite. Although often used mainly as an email application, it also includes a calendar, task manager, contact manager, note-taker, journal, and web browser.

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