Using classic Outlook for Windows in business environments
No help here.
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Outlook Classic will not open normally. Loading Profile is displayed for however long the application remains open.
Initially I thought this was potentially related to the Teams Add-In issue from this month, so I tried to open Outlook Classic in safe mode. Upon using the usual profile, the issue reoccurs.
I tried to create a new profile, and entered the user's 365 email address, but this refused to add, displaying an error.
Among the options is Troubleshoot, which when clicked opened an Outlook Classic instance that was not signed in and displayed nothing in the inboxes.
Because I managed to access the application, I proceeded to disable all of the add-ins present, and tried to load again. The issue reoccurred, both normally and in Safe Mode.
I also checked for updates while the application was open, which suggested it is fully up to date.
I am unable to repair the application, as it does not appear under Installed Apps.
I have gone through the process of reinstalling Office Applications, this has not fixed the error.
I have located and deleted the .ost files, as well as deleted the profiles present when opened in Safe Mode. This was to force a fresh profile and .ost creation, but it just continued to reproduce the same errors as before.
I tried to use the older style of profile addition within Outlook, but this just suggested no encrypted or unencrypted connection to the mail server was possible. This may potentially be the root cause.
This issue has appeared on two devices within the org, with the same steps and errors reoccurring. I have tried to run SFC and DISM scans, checked for Windows and device provider specific updates, and have pinged Outlook and Exchange services with no issues.
Using classic Outlook for Windows in business environments
No help here.
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Hi @Harry Stenson
I understand that Outlook Classic is perpetually stuck on the "Loading Profile" screen. You have done an incredibly thorough job testing all the standard fixes: trying Safe Mode, disabling add-ins, deleting .ost files, clearing out old profiles, running SFC/DISM scans, and even completely reinstalling the Office applications. The critical clue you uncovered is the error received during the older profile setup method, which stated that neither an encrypted nor unencrypted connection to the mail server is possible. This definitely seems to point to the root cause.
Since you have practically exhausted every local troubleshooting method, there is only one local variable left to test. If you haven't already, please try creating a completely new Windows User Profile on one of the affected machines, log into that fresh Windows environment, and see if Outlook can successfully connect and build a profile there.
If the issue persists even on a fresh Windows profile, this strongly indicates a deeper tenant-level or backend routing issue that goes beyond local client software. At that stage, please reach out to your IT Admin. If you are the Microsoft 365 Administrator, I highly recommend raising a support ticket directly through the Microsoft 365 Admin Center so the advanced backend support team can investigate the server-side connection logs.
You can refer to this article for guidance on opening a ticket:
Get support - Microsoft 365 admin | Microsoft Learn
Thank you for your patience and for sharing such a detailed breakdown of your troubleshooting steps. I hope the advanced support team can get this connection issue resolved for you quickly!
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AI answer
Based on the behavior described (classic Outlook stuck on “Loading Profile”, crashes or will not start even in Safe Mode, and issues persisting after profile/OST recreation and reinstall), the next supported steps are:
Outlook.exe /safe.If, after these steps, Outlook still cannot complete profile creation for multiple users, collect crash details from Event Viewer (especially for ucrtbase.dll) and proceed with the rules cleanup and profile recreation workaround, as this is a documented cause of startup failures in current Outlook builds.
References: