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Tackling these one by one usually gets things back on track. 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. You may use outdated Office versions, which can lead to further problems. If any updates solve Office 365 mailbox sync delays to Outlook or MS Office are pending, get them installed as soon as possible.
Create or Repair Outlook Profile
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. The biggest problems usually involve too many Office 365 connections or outdated Microsoft Office components.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.
- Check your Access work or school settings in Windows and remove any accounts you don’t actually use.
- 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.
- It’s a good idea to turn on automatic updates in Microsoft 365 Apps for enterprise.
- Start by making sure your computer has a solid internet connection.
- Once Outlook is configured with an Exchange account, the Cached Exchange Mode is enabled automatically.
- Jamie Kaler, a technical writer at MailsWare, combines her Computer Science background with a passion for simplifying complex technical topics.
Manually Set up Exchange Server Account
Additionally, it will sync every piece of server-based mail. Your mailbox data is safe on the Exchange server, but if you have local stuff that hasn’t synced, export it first so you don’t lose anything. You don’t need to rebuild the OST file often, but it’s a solid fix for corruption. If it gets corrupted, Outlook might not connect and just stay offline.
Essential Troubleshooting Steps for Reconnecting Outlook

Users can also utilize the ‘Work Offline’ option when there is an unreliable internet connection. How do you know when you’re working offline or online in Outlook? There are visual cues, starting with the status bar at the bottom of your modern authentication troubleshooting Outlook window. If either of the following status indicators are shown, it means Outlook isn’t connected to your mail server.
Method7: Repair or Reinstall Outlook
Perfectly repair and recover corrupted Outlook PST & OST files. Jamie Kaler, a technical writer at MailsWare, combines her Computer Science background with a passion for simplifying complex technical topics. She’s dedicated to offering valuable insights and solutions in email data management, including migration, recovery, and client management.
Status: Disconnected
That keeps Outlook from getting confused and stuck offline. By Outlook profile repair and recovery steps handling the setup yourself, you make sure Outlook always connects to the right server. 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. And thus, an Offline Storage Table (OST) file is created to save a local synchronized copy of mailbox items. You can’t send or receive email until you reconnect.
