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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 rebuild Outlook data file quickly stuck in Offline Mode error. These methods work in Outlook 2010, 2013, 2016, and 2019.

Check OST file

Try launching Outlook in Safe Mode to check if add-ins are causing trouble.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.You don’t need to rebuild the OST file often, but it’s a solid fix for corruption.By handling the setup yourself, you make sure Outlook always connects to the right server.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.

When offline, the status is displayed in the status repair PST file without data loss 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

If you skip patches, the client might stop connecting to Exchange Online or on-premises servers. By keeping unnecessary connections out and your profiles tidy, you keep Outlook connected to the right Office 365 environment. Don’t let secondary Exchange servers manage your device if you don’t have to. Accepting those prompts can shift control away from your main email domain and cause more offline issues. Sometimes Outlook connects to the wrong Exchange environment because of Autodiscover confusion, especially if your computer has several Office 365 or Exchange accounts. Setting up the Exchange account by hand avoids this.

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

Additionally, it will sync every piece of server-based mail. As is known, we can switch from Offline to Online Mode and vice versa in Microsoft Outlook 2010 and later versions. Once Outlook is configured with an Exchange account, the Cached Exchange Mode is enabled automatically.

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, Office 365 sync problems and login fixes if the issue of offline still present, and OST corruption might be the actual cause.