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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 resolve Outlook not sending emails fast the right network, especially if you have several Wi-Fi options.

Check OST file

The Outlook may remain stuck in the offline mode until the network is restored.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.Problem with account configuration can also prevent Outlook from connecting to the mail server, resulting in Offline Mode.Outlook Safe Mode can help troubleshoot and fix the Outlook stuck in offline mode issue as it prevents any add-in from interfering with the normal Outlook operations.You can also send us your queries in the comment section, and we'll revert back as soon as possible.

As we all know the OST file of Outlook is vulnerable to technical blunders. mailbox not updating on IMAP Hence, if OST file corruption is the root cause, you need to fix it as soon as possible. Perfectly repair and recover corrupted Outlook PST & OST files. If you didn't find the email, check the spam/junk folder. Please whitelist stellarinfo.com and request to send the link again. Making a new profile tends to work better, especially if your old one has lots of accounts or long-standing sync problems.

How To Fix Outlook Stuck in Offline Mode?

If you have to keep multiple accounts on one device, set up separate Outlook profiles for each one. Each profile should only connect to its own Office 365 tenant. This helps avoid cross-environment prompts that mess with your connection.

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

It’s really important to know which Exchange or Office 365 environment Outlook should use. If you don’t get this right, Outlook will just sit in offline mode, unable to do much. Sometimes Exchange server permissions or policies get set up wrong.

A broken Outlook profile can mess up syncing and keep you offline. We usually suggest making a new profile instead of spending ages trying to fix the old one. From the file explorer ribbon, under the 'Easy Access' drop down menu, you could toggle from "offline" to "online".

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.

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, FixTechGuide Office 365 troubleshooting if the issue of offline still present, and OST corruption might be the actual cause.