Sending Emails

Question

Sending Emails

Michael McRae 0

I am having issues sending emails from my account ******@outlook.com

Michael McRae 0 Reputation points

2026-10-12T16:09:29.63+00:00

system said it email had to go through security check first. This is the first time I used this email address.
Michael McRae 0 Reputation points

2026-10-12T16:27:41.8533333+00:00

still having issues sending and receiving emails

2 answers

Your answer

Michael McRae 0 Reputation points

2026-10-12T16:09:29.63+00:00

system said it email had to go through security check first. This is the first time I used this email address.
Michael McRae 0 Reputation points

2026-10-12T16:27:41.8533333+00:00

still having issues sending and receiving emails

Answer 1

John Jefferson Doyon 89,715 Independent Advisor

system said it email had to go through security check first. This is the first time I used this email address.

Hi, @Michael McRae

Since this is the first time you have used this Outlook.com address and Outlook required a security check, what happened after you completed that check?

To help narrow down the issue:

What exact error message do you get now when you try to send an email?
When someone sends an email to this Outlook.com address, do they receive a delivery failure message, or does the message simply not appear?
Are you testing this directly at https://outlook.live.com/mail?

Click "Add comment" to let me know.

Thanks!

Michael McRae 0 Reputation points

2026-10-12T16:55:19.9266667+00:00

It is showing sent when I send an email to another email address but the message is not going through on the receiving end.
John Jefferson Doyon 89,715 Reputation points Independent Advisor

2026-10-12T17:01:54.18+00:00
Thank you for letting me know.

If you haven't already, please check whether this happens with more than one recipient.

To help narrow down the issue:

Have you tried sending to two different email addresses, preferably with different providers such as Gmail and Yahoo?

Do any of those messages arrive in the recipient's "Junk" or "Spam" folder?

Do you receive any delivery failure or undeliverable message afterward?

Since this is a new Outlook.com address that recently went through a security check, testing with multiple recipients will help determine whether the issue is with the account or only a specific recipient.

Thanks!
Michael McRae 0 Reputation points

2026-10-12T17:05:01.3566667+00:00

I was able to email ******@outlook.com from my other personal email address. However, I am not able to send emails from the ******@outlook.com
Michael McRae 0 Reputation points

2026-10-12T17:05:45.28+00:00

I do not see delivery failure or undeliverable message afterward
John Jefferson Doyon 89,715 Reputation points Independent Advisor

2026-10-12T17:37:44.6633333+00:00

Thanks for confirming. Since you can receive email at the Outlook.com address but messages you send appear in "Sent Items" without reaching the recipient, this appears to be limited to outgoing mail.

Microsoft notes that newly created Outlook.com accounts can temporarily have lower sending limits until the account establishes credibility in the system.

Please sign in directly at https://outlook.live.com/mail and send a simple test message with no attachment or signature to a different email address. Also check that the earlier security verification has been fully completed.

Microsoft's Outlook.com sending/receiving guidance is here:

https://support.microsoft.com/en-us/outlook/can-t-send-or-receive-email-in-outlook-com

If the test message still does not arrive, please let me know whether you have now tried sending to more than one different email provider, such as Gmail and another Outlook.com address.

Thanks!

Answer 2

For an Outlook.com account that can receive but has trouble sending, check these common causes in order:

Check whether the message is stuck in Drafts or Outbox.
If the message has an attachment larger than 25 MB, remove it, use a smaller file, or upload it to OneDrive and send a link instead.
Check whether the Inbox is full. If it is, empty Junk Email to free space.
If sending from Outlook on PC or Mac with the Outlook.com account, go to Send/Receive > Send/Receive all folders.
If Microsoft cloud storage is full, Outlook.com cannot send or receive email. Check mailbox storage and free space if needed.
If the account password was changed recently, update it. The account can also be temporarily blocked because of unusual sign-in activity.
If a message generates a non-delivery receipt, verify the recipient address. Common causes include an invalid address, recipient mailbox full, server issues, or spam filtering on the recipient side.
If the account is newer or many messages were sent recently, Outlook.com may temporarily apply a lower sending quota until account credibility is established.
If a signature is being added, remove the signature and try again.
Add recipients to Contacts and ask them to add the address to their Safe senders list.
Avoid sending to too many recipients at once, avoid putting all recipients in BCC, and avoid sending repeated messages to people who never read or reply.
If antivirus software is installed, disable Internet Email Auto Protect or Internet Email Protection and test again.

If the problem is specifically with sending to Outlook.com or Hotmail recipients, improving sender reputation can help:

send a message to the same account and reply to it
make sure the sender name is clearly identifiable
avoid scripting content in messages

If the issue continues, try sending the same message directly from Outlook.com in a browser. If there is a bounce-back or error code, that detail identifies the exact cause.