Content

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 FixTechGuide Office 365 troubleshooting stuck in Offline Mode error. These methods work in Outlook 2010, 2013, 2016, and 2019.

Check OST file

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.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 work offline mode stuck 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?

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

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

The Work Offline option is selected on Outlook's Send/Receive tab. First, check to see if the Connected status is displayed or not. If it is not displayed, double-check your internet connection and re-examine it. To resolve the Outlook stuck offline working issue, click "Work offline" to reset and reconnect the Exchange server.

The intuitive interface of this tool is very smooth and easy to navigate. Furthermore, there is no need to install any of the additional software to use this tool. Moreover, there are many ways to cope up with this issue but using third-party tools would be the best bet. If you going to search to the best OST to PST converter, the Shoviv OST to PST converter stands the best among others. It is an incredible tool that can even convert corrupt OST files to PST that too keeping the data integrity. Are you experiencing the problem of 'Outlook stuck in offline mode' and looking for a comprehensive solution?

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

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, Outlook Not Sending or Receiving Email if the issue of offline still present, and OST corruption might be the actual cause.