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Problem with account configuration can also prevent diagnose Office activation conflicts 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

Reconnect Outlook by checking your connection, disable work offline mode, and relaunch app.Outlook has a Work Offline button under the Send/Receive tab.These methods work in Outlook 2010, 2013, 2016, and 2019.If the issue is the same, update Outlook, repair Outlook profile, or reconfigure your account to reconnect Outlook to the Server.Setting up the Exchange account by hand avoids this.Please whitelist stellarinfo.com and request to send the link again.

By handling the setup yourself, you make sure Outlook always connects to the right server. If you’re on a company domain, make sure your DNS settings look right. Messed-up DNS can keep Outlook from finding the mail server. Flushing the DNS cache with ipconfig /flushdns sometimes clears up weird issues. Outlook might solve Office 365 mailbox sync delays display an Offline working mode or ‘Disconnected’ if the issue arises with internet connectivity. Outlook could remain in disconnected mode until the connection is back online.

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

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.

Download Stellar Converter for OST

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".

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. Jamie's commitment to making technology user-friendly is evident in her work, making her a valuable resource for readers in these domains. You can download the software on Windows Desktop or Laptop.

Essential Troubleshooting Steps for Reconnecting Outlook

Identify the cause of this error before restoring Outlook back to online mode. A corrupt or damaged Outlook profile can prevent Outlook from authorizing and connecting to the mail server. Due to this, we get an error usually called Outlook stuck in offline mode. Outlook automatically switches to Offline mode when it can't connect to the Exchange server. Users can also use the Outlook Login Issues Troubleshooting 'Work Offline' option when the internet connection is not reliable.