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I did a search on this forum and tried several of the suggestions but non appeared to work. Some email providers (such as your ISP or even Gmail) won't let you send messages larger than a certain size. Adding pictures and large attachments to your message can prevent you from sending that message (and any messages sent Fix Outlook and Office365 Sync Issues after the large message). If you’re using cPanel, Outlook is most likely setup with POP3 account or IMAP. I’ve seen some providers have issues when auto Send/Receive is set to less than 5mins. Outlook accounts can have up to 100GB of storage per mailbox.
Repair your classic Outlook program
It includes a listing of your accounts, autocomplete information, and your name and initials. To repair your Outlook profile or create a new one, see Fix your Outlook email connection by repairing your profile. Go to your Outbox and then open the stuck email messages. If that message has an attachment that's larger than 20MB, delete the attachment and either attach a smaller file Outlook data file cannot be accessed or attach a link to the attachment. For more information, go to Reduce attachment size to send large files with Outlook or Exchange Online limits.
Make sure you are connected to the Internet
For more information, please go to Sync to manually check for new mail and to send messages in Outlook. Sometimes, an Outlook add-in will crash and prevent your email messages from sending. To disable all add-ins, you can start Outlook in safe mode. If you can send email while Outlook is in safe mode, creating a new Outlook email profile should allow you to send email again.
Check your blocked users list
If you've changed your password on the website for your email account, you'll need to change it in new Outlook, too. Sign up for tips and industry insights to level up your emailing skills. Outlook lets you block a sender or a domain in just a few clicks. This is a great way to protect your inbox from spammers and cyberbullies. If an email triggers the spam filters, Microsoft automatically moves it to your junk folder.

Create a new Profile

For more information, go to Reduce attachment size to send large files with Outlook. I deleted the Yahoo and Google accounts from Outlook and set it up again and that didn't fix anything. I uninstalled the New Outlook app and reinstalled it and that didn't fix anything. I am fairly sure it is something in my Microsoft account since all 4 of my Windows computers stopped working for the email at the same time. I have another Windows computer with a different Microsoft account and that is working fine.
Can't send mail in Outlook.com
- Adding pictures and large attachments to your message can prevent you from sending that message (and any messages sent after the large message).
- To get help and troubleshoot other Microsoft products and services, enter your problem here.
- This repair should take approximately fifteen minutes.
- Outlook lets you block a sender or a domain in just a few clicks.
- To start Outlook in safe mode, press the Windows key on your keyboard.
- I am fairly sure it is something in my Microsoft account since all 4 of my Windows computers stopped working for the email at the same time.
For more information, visit Add an email FixTechGuide email error solutions account to Outlook for Windows. If that doesn't fix the problem, see the next section. To get help and troubleshoot other Microsoft products and services, enter your problem here.