Need help on outlook tech support! The current outlook I am using has issues!

Hi @long wang, 

Thank you for reaching out and sharing your experience regarding the error in classic Outlook.  

I can totally understand the inconvenience of not able to send and receive emails for you daily work. According your concern, the issue could be due conflicting Outlook cache or connection between Outlook and Exchange.  

To better assist and understand the issue, could you please share a screenshot of the error message or the exact wording of it so that I can provide targeted solution. 

In the meantime, please try the following troubleshooting steps:  

1. Disable Work Offline  

• Look at the bottom status bar to see if it shows Working Offline. 
• Navigate to the Send/Receive tab, disable Work Offline. 

• Select Send/Receive All Folders to sync your emails. 

2. Recreate the PST file manually   

• Press Windows + R key to open the run dialog box, type control, then press Enter to open the Control Panel.   
• Click on Mail.   

• Click on Show Profiles in the Mail Setup.   

• Tap on the Add button to add a new profile. Input the name and click OK.   

• Click on Mail in the control panel and select the Data Files tab.   
• Select the new Outlook profile from the list, then click the Set as Default option.   
• Exit the Control Panel and restart tor PC, then check if the error persists.   

3. Repair Microsoft Office   

• Press Windows + I keys to prompt Windows settings.   
• Click the Apps menu and select Installed apps.   

• Locate Microsoft Office in the apps list, click the menu against it, and select the Modify option.   

• Select Online Repair from the new menu and click the Repair button.   

4. Open Outlook in safe mode and troubleshoot add-ins  

• Press Windows + R, enter Outlook/safe into the Run dialog box and click on the OK button.  
• Go to File > Options > Add-ins.  

• Disable all installed add-ins. Close Outlook and relaunch   
• Try to send an email. If it works, enable one add-in and retry the email sending.  
• Continue activating add-ins one by one until you receive the error. When this happens, you can know that the last add-in you enabled is the culprit.  

If you prefer phone support, I recommend using contacting your IT administrator to submit a support request through the Microsoft 365 Admin Center for further assistance. 

Note: We appreciate your understanding regarding the scope of support available through this forum. As moderators, our role is to provide general guidance and assist with common troubleshooting steps. While we do not have access to internal systems or administrative tools required to resolve account-specific or backend-related issues but we’ll continue doing our best to support you within the scope of our responsibilities.    

I hope this information is helpful. Please follow the steps above and let me know if it works for you. If not, we can continue working together to resolve the issue.   

Thank you for your patience and understanding. If you have any questions or need additional assistance, please don’t hesitate to reach out so I can continue to support you. If you found the response useful, please consider marking it as accepted, as this may help other community members who are looking for similar guidance.   

I look forward to continuing the conversation.

If you have extra questions about this answer, please click "Comment". 

Note: Please follow the steps in our documentation to enable e-mail notifications if you want to receive the related email notification for this thread.     

Phone calls are not available, but there are several steps that can be used to fix issues sending email in classic Outlook.

Try these in order:

1. Check Outlook connection status
   • Look at the bottom status bar in classic Outlook.
   • If it shows Disconnected, Working Offline, or Trying to connect…, Outlook cannot reach the mail server.
   • Go to the Send/Receive tab on the ribbon.
   • In the Preferences group, select Work Offline once to toggle back online.
   • Then select Send/Receive or open and resend the stuck message.
2. Confirm internet connectivity
   • Open a browser (Microsoft Edge or Google Chrome).
   • Go to http://www.microsoft.com or http://www.bing.com.
   • If these sites do not load, fix the network first using the guidance in Fix network connection issues in Windows.
3. Check for large attachments
   • In Outlook, open the Outbox folder.
   • Start with the oldest stuck message.
   • If any attachment is larger than about 20 MB, remove it.
   • Either attach a smaller file or use a link to the file instead.
   • Save and send the message again.
4. If the problem continues, use the Outlook troubleshooters
   • Go to the Classic Outlook troubleshooters page and run the appropriate troubleshooter for sending/receiving issues.
   • If troubleshooters do not resolve the problem, use the contact support option on that page to get direct assistance from Microsoft.
5. Additional repair options if sending still fails
   • Verify the email account password is correct. If the password was changed on the email website, update it in classic Outlook as well (see Reset a forgotten Microsoft account password if needed).
   • Repair the Outlook installation using Repair an Office application.
   • Repair the Outlook profile or create a new one using Fix your Outlook email connection by repairing your profile / Create an Outlook profile.
   • Start Outlook in safe mode (outlook.exe /safe). If sending works in safe mode, create a new Outlook profile to bypass problematic add-ins.

For live assistance (chat, not phone), sign in to Outlook.com, select Help in the menu bar, describe the issue, then under Still need help? choose to chat with a support agent.

References:

• I can't send or receive messages in Outlook
• Issues sending and receiving email
• Fixes or workarounds for recent issues on Outlook.com
• Need to speak to a agent I am getting pop up draft scam emails - Microsoft Q&A
• I need to talk to someone!! - Microsoft Q&A
• SPEAK TO LIVE AGENT - Microsoft Q&A