Outlook not sending emails in Windows 10 – With or Without attachments

While Microsoft Outlook is a great email client, it comes with its own set of issues. One of these issues occurs when users cannot send emails in Windows with or without attachments. There are many combinations that can cause the problem, but there is one check that you need to make sure that you are aware of the attachment sizes offered by the email service you are using with Outlook. That said, in this article we will show several ways to fix the problem when Outlook doesn’t send email in Windows 10, whether or not you have an attachment.

Outlook doesn’t send email in Windows 10

One of the common scenarios is emails not working in Outlook, but working on other devices including smartphones. It could work on another PC, but not on one of the PCs. Here are some ways you can be aware to isolate the problem.

  1. Repair Outlook Profile
  2. Deactivate the “Work offline” mode
  3. Increase the size of Outlook attachments
  4. Check mailbox settings
  5. Check supplements
  6. Turn of Antivirus Email Integration
  7. Zip files before sending
  8. Blocked files

Make sure to check if the issue has been resolved after trying the solution listed.

1]Repair Outlook Profile

  • Open Microsoft Outlook and click on the File tab.
  • Under Info, click Account Settings, then click Account Settings from the drop-down menu.
  • Select the account that has the problem, and then click the Repair button.
  • The repair account box opens. Check your settings and fields, then click Next.
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2]Deactivate the “Work offline” mode

Disable offline work in Outlook

Outlook offers an offline mode, which lets you browse your emails without getting distracted. In this mode, although you can compose the emails, they will be available in the outbox. If so, any emails you try to send, with or without attachments, will stay in the Outbox until you turn it off. Open Outlook, then proceed to the Send / Receive section. Click on the Work offline mode to deactivate it.

Lily: Outlook.com does not receive or send e-mail.

3]Increase the size of Outlook attachments

Outlook usually limits the attachment, which is closed, to the maximum size allowed. So if your email service offers 25MB attachment size, Outlook will restrict any attachment, which exceeds 20MB. Fortunately, you can increase the size by hacking the registry. Once the Registry Editor is open, navigate to the following path depending on the version of your Office.

Outlook for 2019 and 2016:


Outlook for 2013:


Outlook 2010:


increase the size of Outlook attachments

Under Preferences, create a new DWORD with the name MaximumAttachmentSize. If it is not there, right click and create it. Then double-click on the DWORD and switch to decimal. Set the value to 25600 (25.6 MB) Registry Registry and restart Outlook. The attachment should no longer be a problem.

4]Check mailbox settings

Outlook does not send emails in Windows 10 - With or without attachments

You should check the mailbox settings for the email account that is causing the problem. Open the account settings and select the email account that requires correction. Then click the Edit button, and you will have options to check the email settings, reset the email settings, etc. Use one of these options to resolve the issue.

Lily: The Windows 10 Mail app neither sends nor receives emails.

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5]Disable Com add-ins

Sometimes Com add-ins, that is, third-party plugins for Outlook, can cause problems, especially if they are related to attachments. However, before trying to disable, make sure you open Outlook in safe mode (type outlook.exe / safe in the runtime prompt) and check if Outlook is working as expected. If everything works as expected, you can choose to deactivate plugins one by one and find out the cause of the problem.

Outlook Com add-ins

  • Open Outlook and click File> Options> Add-ins
  • Under Manage, select COM Add-ins, then click Go Options, next to Manage.
  • Uncheck them one by one and see deactivating the plugin that solves the problem.

6]Disable anti-virus messaging integration

Many antivirus and security solutions integrate with email clients and scan for any outgoing and income attachments. If you are using such a service, it would be a good idea to disable them and check if it works as intended. If this is the problem, you may need to configure the settings to adjust it.

7]Zip files before sending

Finally, if your file is large, you may want to compress the file on the computer before attaching it to Outlook. Windows offers archiving as an essential feature. Right click on any file or folder and select Send To from the menu. Then choose the Compress folder, and it will create a zip file from that folder or file, which will be smaller. You should then be able to reach and send it. It is, of course, only applicable in the event that you do not toss around to send an attachment due to the size of the files.

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8]Blocked files

There is a set of extensions or file types that are blocked by Outlook from being downloaded or sent as an attachment. You can better rename or use the online storage to share these files instead of directly uploading them.

I hope the message was easy to follow and that you were able to send emails using Outlook on Windows, with and without attachments.

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