If the ‘Use Cached Exchange Mode’ is checked, then uncheck it and restart the Outlook again. Go to the Files tab, then Account Settings, and double-click on the Exchange email address. Now run the Outlook in the Online mode by going to Send/Receive tab and reconnect with the Work Offline option.
Go to Exchange Proxy Settings and verify if the proxy address is correct. Click More Settings then to the Connection tab. Check if the Server Address is mentioned correctly. 
Go to Account Settings and double-click the Exchange email address of the account. If it shows the error that the Exchange Server is unavailable, then follow the steps: Now try to log in to Outlook on the Web Account. When there is no connection between Exchange Server and Outlook shows its status as ‘ Working Offline.’ Here, go to the Send/Receive tab and disable the option ‘ Work Offline.’. Here is the whole troubleshooting process: When Outlook is configured with Exchange Server, it shows its status as ‘Connected to Microsoft Exchange.’ If you are using the modern versions of Outlook like 2013, 2016, or 2019, you can troubleshoot the Outlook application. Restart the Outlook application, and the issue should get solved now. Here, make sure that ‘ On fast networks, connect using HTTP first, then connect using TCP/IP’ option is in Enabled state. Now, click More Settings go to the Connection tab. Select the Email account click Change. Select the Account Settings option under the Account Settings drop-down. Run Outlook and go to the File tab, then click the Info button. Resolve the intermittent connection issues in Outlook 2010 Here, we will discuss some troubleshooting methods for Outlook 2010. When Outlook loses the connection with Exchange Server frequently, then it affects your email communication. It will check the incoming email server and send a test message to verify the account. When Outlook application is in configured with an active Exchange account, you can confirm its connectivity by going to the Account Settings and applying the ‘ Test Account Settings’ option. 
Intermittent Network Issues in Outlook 2010 Here we will discuss the intermittent network issues in Outlook 2010. But often, Outlook users face network connectivity issues, and Exchange administrators will have to address this issue. Then only Exchange users can send/receive emails properly. While working in an Exchange environment, network connectivity is important for smooth email communication.
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