I’ve since installed a Windows 2016 server with Office 2024 and I don’t have any more connection problems for the moment. Since making this change, I’m not seeing the errors in Microsoft-Windows-AAD/Operational, however it may be too early too tell. Hello all,Same problem here since Outlook 2016 update on January on RDS 2022, all users are not concerned, but we have more and more users impacted. The cache file is likely corrupt or where it is stored is full.
One reason Outlook fails to launch is that you’ve installed faulty add-ins in the app. These add-ins may be working incorrectly, causing the app not to launch. If you can't choose any of the menu options, type inside an email message, calendar event, or contact, Outlook may have frozen. There are three steps you can take to try to get Outlook working again.
Configure your antivirus software to exclude Outlook files or processes from real-time scans to avoid interference. The AppData folder hosts a lot of files, including bookmarks and cached pages. This might be slowing down or overriding other commands in Outlook.
One thing that filters are good at is to enable unified inbox ability in outlook that is unfortunately not built in by default. Every antivirus software is different, so you'll want to look up how to specifically enable Outlook with the software you're using. Check your settings to see if you've got the "always prompt for password" feature enabled. You should be able to go to Outlook via a web browser and reset your password. This is one of the more popular steps to fix Outlook not opening culprits as to why Outlook repeatedly asks for your password. It might be that antivirus software is trying to block a function that is repeatedly trying to squeeze through the firewall.
The funny thing is that steps to fix Outlook not opening the new "modern" Outlook worked fine, though, which made things even more confusing. We looked at the sign-in logs, tested new accounts, and eventually found what was really going on. Microsoft Outlook is one of the most widely used email clients globally, especially in professional and business environments. Outlook also comes with strong built-in security features, making it a reliable choice for managing communication and workflow.
In this case, it might be easier to just create a new profile. Outlook has a bug where it repeatedly prompts you for your password, even after you've logged in. This slows down productivity and quite frankly is just a total nuisance. Just as your files can easily become corrupted, so can your Outlook steps to fix Outlook not opening profile. This usually happens when you've switched versions of Outlook but your profile did not update.
If so, wait a short time (usually two or three minutes) to see if Outlook starts working again. A profile is a group of settings that controls how Outlook works. It includes a listing of your accounts, autocomplete information, and your name and initials. To repair your Outlook profile or create a new one, see Fix your Outlook email connection by repairing your profile. If that message has an attachment that's larger than 20MB, delete the attachment and either attach a smaller file or attach a link to the attachment. For more information, go to Reduce attachment size to send large files with Outlook or Exchange Online limits.
If you're tired of different bugs slowing things down or dealing with corrupted files, we are happy to show you how Mailbird can give you a better experience. The bad news is that the ScanPST.exe program doesn't work for severely corrupted files. You'll need to acquire a recovery tool designed for bigger jobs. Search "PST Repair Tool" and you'll find many reputable programs who know how to fix this Outlook issue.
In this case, you can reset your view settings before opening the steps to fix Outlook not opening app. Select your Microsoft Office installation on the list and choose "Change" at the top. In this case, open Outlook in safe mode where your add-ins aren’t loaded and remove any suspicious add-ins. In most cases, Outlook doesn’t tell you why it isn’t opening, which leaves you guessing as to what has caused the issue. Due to underlying system or PST issues, Outlook may crash, freeze, or not function properly. Find solutions to common problems or get help from a support agent.
If Outlook is NOT able to start in safe mode, then try the next proposed solution below, entitled Create a new Outlook profile. Despite the various avenues mentioned, the problem is identified only on RDS 2016 steps to fix Outlook not opening (5 servers) with Office 2016. Curiously, there are no issues with PCs running Windows 10 or 11 and Outlook 2016, all within the AD. I initially had a script to remove the entire Outlook folder if date created was before the date of implementation. I’ve modified this to remove the above autodiscover records on user login as a temp workaround.
One of the failed sign-in windows showed a long string under a field labeled Microsoft Information Protection API. Running that value through the Entra admin portal revealed what we needed. At that point, the focus shifted to what was happening during authentication. The answer came from a closer look at the Microsoft Entra sign-in logs and a hidden dependency that I wasn’t aware of.