Cannot send emails in the new version of Outlook on my Windows 11 PC

Question

Cannot send emails in the new version of Outlook on my Windows 11 PC

Lacey Eastgate 0

I am able to receive emails but not send emails from my Microsoft Outlook account from my Windows 11 PC application.

Any insight to why and how to fix?

Thanks

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2 answers

Your answer

Answer 1

Lacey Eastgate 0

It is an outlook.com account, I set it up with the purchase of a new laptop. It is the newest version of outlook, not the classic version.

When I send, it appears to go through, no error message and it isn't held up in the Outbox or in Drafts.

It is also not sending from the webmail page https://outlook.live.com/mail/

I have been testing this with a Gmail account I have...I can't send from the Outlook account and have anything show up in my Gmail account. However, it did work when I sent an email from my Gmail account and replied back to Gmail from Outlook. It will not work if I compose from Outlook and send to Gmail. I also tested sending from Outlook to my husband's Gmail account and nothing was received by his account either.

Appreciate any insight and assistance you might have!

Winnie-B 9,930 Reputation points Microsoft External Staff Moderator

2026-08-04T04:46:51.9233333+00:00
Hi Lacey Eastgate

Thank you for the additional details.

Could you please check the following:

After sending a new message from Outlook.com, does that message appear in your "Sent Items" folder?

If it does, when you open the message in Sent Items, do you receive any non-delivery report (NDR) or bounce-back message a few minutes later?

In the meantime, please also review your Outlook.com rules:

Select "Settings" > "Mail" > "Rules"

Temporarily disable any rules that automatically move, delete, or forward messages

Send a new test message to your Gmail account

Please let me know whether the test message appears in Sent Items and whether any delivery report is generated, as that will help determine the next troubleshooting step.
Lacey Eastgate 0 Reputation points

2026-08-04T18:24:59.88+00:00

All messages were in Sent Items. No NDR or Bounce Back message.

No rules are set.

My husband found a test message I previously sent in his Gmail spam account. I too, now see all test messages I sent to my Gmail are in my Gmail Spam Account. Once I indicated Not Spam or actually selected the email and said move to Inbox, my next test email arrived in the Gmail Inbox as desired.

I wonder if all recipients will need to check spam initially, or if this will eventually get better as my new account gets more established?

Thank you for your responses!
Hornblower409 12,060 Reputation points

2026-08-05T14:14:17.5066667+00:00

@Lacey Eastgate said

if all recipients will need to check spam initially [for my outlook.com account], or if this will eventually get better as my new account gets more established?

Based on my personal experience, it never really gets better. Outlook.com is used to send huge amounts of Spam (usually from hacked accounts) and most email providers (e.g. Google) don't ever trust an outlook.com address that they have never seen before.

You might want to ask your known recipients to look for your first email to them from your outlook.com in their Spam/Junk and mark it Not Spam.
Ian-T 7,850 Reputation points Microsoft External Staff Moderator

2026-08-06T04:07:47.99+00:00

Thank you Hornblower for the additional information. Please feel free to check out his answer Lacey

Appreciate your understanding

Answer 2

Hi Lacey Eastgate

I understand that New Outlook on your Windows 11 PC receives messages normally but cannot send them.

To identify whether this is an issue with the New Outlook app or with the email account itself, could you confirm:

Is the account an Outlook.com/Hotmail address, or an account from another provider such as Gmail, Yahoo, or an internet provider?
What happens when you select Send? Does the message remain in Drafts/Outbox, or do you receive an error?
Can you send successfully from the same account on its webmail page, such as https://outlook.live.com?

If sending works on the webmail, please try the following in New Outlook:

1, Open Drafts and Outbox, then check whether the unsent message is stored there. If the oldest pending message contains a large attachment, remove the attachment and send a short text-only test message. Microsoft notes that a large attachment can prevent that message and subsequent messages from being sent.

2, On the View tab, select Sync, then try sending the test message again. Microsoft notes that this manual Sync option does not work the same way for third-party accounts such as Gmail, Yahoo, iCloud, POP, or IMAP

3, Force-close and restart new Outlook app

Right‑click Start > Task Manager
Select Microsoft Outlook > End task
Reopen new Outlook for Windows normally

4, Go to Windows Settings > Apps > Installed apps > Outlook (new) > Advanced options, select Repair, and test sending again.

For reference, you can see: I can't send or receive messages in Outlook

Looking forward to your updates so we can continue further. Thanks for your understanding.