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To do this, hit Windows + R, type outlook.exe /safe, and hit Enter. If it connects in Safe Mode, one of your add-ins is probably the culprit. Closing Outlook and reopening it helps clear up minor glitches. Try launching Outlook in Safe Mode to check if add-ins are causing trouble. Double-check that you’re on guide to Office 365 sign-in errors the right network, especially if you have several Wi-Fi options.
Check OST file
This can happen for all sorts of reasons—maybe it’s a local profile problem, a conflict with Microsoft Exchange, or an Office 365 environment.Profile or configuration mistakes cause trouble too.If you skip patches, the client might stop connecting to Exchange Online or on-premises servers.If you going to search to the best OST to PST converter, the Shoviv OST to PST converter stands the best among others.Outlook status says offline then it can happen when offline mode enabled, server connection is lost, or your internet isn’t stable.Even a brief hiccup can kick Outlook into offline mode, and sometimes it just stays there until you do something about it.
When offline, the status is displayed in the status Outlook Login Issues Troubleshooting bar at the bottom as Working Offline or Disconnected. Just having a simple update routine and checking build numbers from time to time can save a lot of trouble. Staying current with updates is probably the easiest way to keep Outlook connected.
How To Fix Outlook Stuck in Offline Mode?
Move it to a backup folder, like Desktop\OST Backup. Every business setup is different, and sometimes these problems run deeper than a quick fix. Our organization requires several folders from our mapped network drives be set to "Always Available Offline". Create your account and connect with a world of communities. There could be several reasons for your Outlook disconnect.
Verify Work Offline Button Status
Click the 'Work Offline' option to reset work offline mode and reconnect to the Exchange or mailbox server. To go online, open Outlook and navigate to Send/Receive and uncheck work offline. Ensure your connection is active and Outlook can access the mail server without connectivity. In such cases, you can recreate the OST file or use the Stellar Converter for OST software to convert the problematic OST file to Outlook importable PST format.
Method 1: Reset 'Work Offline' to Reconnect
If you set up your Outlook profile wrong, it might not log in to Microsoft Exchange or Office 365. Sometimes, people connect their system to several Office 365 environments without realizing it. That can confuse Outlook, especially with Autodiscover, and you end up stuck offline. Reconnect Outlook by checking your connection, disable work offline mode, and relaunch app.
Autodiscover might send Outlook to the wrong Exchange server, so you can’t get to your mailbox. Damaged Outlook data files, like the OST file, can also get in the way. When these files go bad, Outlook can’t talk to the Exchange server, so it just gives up and goes offline. Now, on your keyboard, press the Send/Receive button. Old versions of Outlook or Microsoft Office often trigger synchronization issues.
Outlook has a Work Offline button under the Send/Receive tab. People hit it by accident all the time, so it’s worth a look. In doing so, you would switch the mapped drive status to "online" and access to the entirety of drive's content would then be possible/granted. If, in any case, you encounter any problems or issues in installing these updates, you must delete and uninstall all the updates and restart Outlook. You may use outdated Office versions, which can lead to further problems.
Essential Troubleshooting Steps for Reconnecting Outlook
Sometimes a VPN or firewall blocks Outlook, so try turning those off for a minute to see if it helps. Hybrid setups—where you’ve got both on-premises Exchange servers and Office 365—can run into DNS or Autodiscover problems. If your external DNS doesn’t match the internal setup, Outlook can lose track of where it’s supposed to connect. Outdated software often brings compatibility headaches that break your connection. Further, the drive status for any drive which has a file/folder set to be available offline is stuck on "Offline". Even after following the above process, recreate Outlook profile step by step if the issue of offline still present, and OST corruption might be the actual cause.