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Hello and welcome to JustAnswer, I look forward to assisting you today. You will need to cut back the amount of emails sent at one time. Try starting with fifty at a time to see if you can get them through.
What are you using for an antivirus program?
Try disabling that then try your email again.
What version of Windows are you running and have you tried disabling McAfee?
Okay and still the same message when you send an email?
Have you made any changes to your email settings, or has your internet service provider changed anything that you are aware of?
Okay. I have attempted to connect remotely but I am having trouble with the link. Until I can resolve this, give this a try. Open up the Control Panel on your PC (and show All Control Panel items, if necessary) and click on Programs, then Programs and Features. Find Microsoft Office 2013 in the list and highlight it.Click Change. Select Repair and Continue then follow the prompts. You may need to restart. Once complete, try sending a test message.
Yes it wouldn't hurt.
You may have to do that depending on where they are stuck. Open your outbox in Outlook and check to see if all those emails are pending.
Okay, try clearing the outbox by deleting those emails.
Okay so you can send directly from your ISP but not through Outlook then correct?
Okay. I can send you a link for a utility to repair the 421 error, or you can try reinstalling Outlook?
Okay here is the LINK. Before you reinstall Outlook, you can export your contacts so you don't lose them.
It may be your McAfee that is causing the problem to begin with. If you decide to reinstall Outlook, follow these instructions to do a backup. To start backing up your files click the “File” menu, then Open & Export. Click on Import/Export to open the Import and Export Wizard. Choose export to a file then select Outlook Data File. Select all the files you want to backup and proceed.
My pleasure. Let me know if you need further assistance.
Glad to hear it. With so many pieces to the puzzle, it can take awhile to figure out just where the problem is, but at lease you are back to normal.