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Problem with account configuration can also prevent fix MFA prompts not working Outlook from connecting to the mail server, resulting in Offline Mode. Check your Access work or school settings in Windows and remove any accounts you don’t actually use. That way, Outlook won’t try to log in to the wrong domain. If Outlook says Working Offline and won’t budge, you’re probably dealing with a network glitch, a bad setting, or a profile error. Tackling these one by one usually gets things back on track.

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.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.On the new page, click the green I Agree button to start the connection download.

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 email error solutions 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?

The biggest problems usually involve too many Office 365 connections or outdated Microsoft Office components. If Outlook asks if another Exchange server can manage your system, hit No unless it’s your main domain. That keeps Outlook from getting confused and stuck offline.

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.

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".

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.

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.