Those are out of reach when Outlook can’t connect live to Microsoft Exchange. Sometimes, updates can also lead to certain issues with the programs installed on Windows OS. Therefore, if there are any pending updates related to MS Office or Outlook, you should check and install them. You can follow these methods to troubleshoot and resolve the Outlook flush DNS and re-sync Outlook stuck in Offline Mode error. These methods work in Outlook 2010, 2013, 2016, and 2019.

Check OST file

• Reconnect Outlook by checking your connection, disable work offline mode, and relaunch app.
• Don’t let secondary Exchange servers manage your device if you don’t have to.
• Outlook has a Work Offline button under the Send/Receive tab.
• These methods work in Outlook 2010, 2013, 2016, and 2019.
• The changes are saved locally in the Outlook OST data file and later synchronized with the mailbox server.
• It’s really important to know which Exchange or Office 365 environment Outlook should use.
• Figuring out why Outlook gets stuck offline really helps you fix it—and keeps it from coming back.
• If the issue is the same, update Outlook, repair Outlook profile, or reconfigure your account to reconnect Outlook to the Server.
• Please whitelist stellarinfo.com and request to send the link again.

If you get a prompt about letting another server manage your system and pick the wrong answer, Outlook might stay offline for good. Please click the link below from your computer (after reading FixTechGuide Office 365 troubleshooting this). On the new page, click the green I Agree button to start the connection download. Once the file (Elsinore.ScreenConnect.Client) has downloaded, select Run or Open.

How To Fix Outlook Stuck in Offline Mode?

When you keep everything updated, you cut down on the chances of file corruption. A lot of offline mode headaches actually start with outdated builds and unreliable OST handling. If Outlook refuses to come back online, you’re probably looking at a profile issue, a bad OST file, or a mix-up with your Exchange account setup. Fixing these directly usually brings things back to normal. Confusion happens when a device hooks up to more than one Office 365 environment.

Verify Work Offline Button Status

And thus, an Offline Storage Table (OST) file is created to save a local synchronized copy of mailbox items. When the mail server is not available due to maintenance tasks or other issues, Outlook may fail to connect to the server and display the status as Disconnected. This indicates that the internet is working fine, but Outlook cannot connect to the mailbox server. If your system connects to more than one Office 365 environment, Outlook might not know which Exchange server to use. That often sets off Autodiscover conflicts and lands you in offline mode. To keep Outlook from slipping into offline mode again, sort out account conflicts and keep your software up to date.

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.





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.

Setup Exchange Server Account Manually

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

If any updates to Outlook or MS Office are pending, get them installed as soon as possible. However, if you Outlook Stuck on Synchronizing Folders are experiencing the issue after installing the updates, revert or uninstall the updates and check your Outlook. It’s a good idea to turn on automatic updates in Microsoft 365 Apps for enterprise. That way, you get security fixes and connectivity tweaks right away. If your organization uses volume licensing, schedule those updates through management tools like Microsoft Endpoint Configuration Manager.