Windows 10 reached EOS (end of support) on October 14, 2025. For more information, see this article.

Search Support

Avoid support scams. We will never ask you to call or text a phone number or share personal information. Please report suspicious activity using the “Report Abuse” option.

Learn More

Thunderbird Account

  • No replies
  • 0 have this problem

Hello, I have two microsoft email addresses linked to Thunderbird, one @hotmail.com and one @outlook.com. I have been using Thunderbird with them both fine for some time. Recently, the outlook.com account has stopped sending emails via Thunderbird. As far as I can tell, this was out of nowhere, and I hadn't changed any settings. It still receives emails.

Both accounts use the same SMTP information, and the hotmail.com continues to work with those details.

I have tried changing the settings and even deleting and readding the account but it hasn't fixed it. I have also checked the outlook account is still IMAP and POP enabled and it is.

When I do try and send an email, I am told: "Login to server smtp.office365.com with username bufflehead_mike@outlook.com failed. with options to Retry, Enter New Password (which loads a new window briefly but then disappears) and Cancel."

When I cancel, I get this message: "Sending of the message failed. The message could not be sent because the connection to Outgoing server (SMTP) smtp.office365.com timed out. Try again."

My server settings, on both accounts, are: smtp.office365.com Port 587 STARTTLS OAuth2 And the user name matches the email.

Does anyone know what I might be doing wrong, and how I could fix it? Thank you!

Hello, I have two microsoft email addresses linked to Thunderbird, one @hotmail.com and one @outlook.com. I have been using Thunderbird with them both fine for some time. Recently, the outlook.com account has stopped sending emails via Thunderbird. As far as I can tell, this was out of nowhere, and I hadn't changed any settings. It still receives emails. Both accounts use the same SMTP information, and the hotmail.com continues to work with those details. I have tried changing the settings and even deleting and readding the account but it hasn't fixed it. I have also checked the outlook account is still IMAP and POP enabled and it is. When I do try and send an email, I am told: "Login to server smtp.office365.com with username bufflehead_mike@outlook.com failed. with options to Retry, Enter New Password (which loads a new window briefly but then disappears) and Cancel." When I cancel, I get this message: "Sending of the message failed. The message could not be sent because the connection to Outgoing server (SMTP) smtp.office365.com timed out. Try again." My server settings, on both accounts, are: smtp.office365.com Port 587 STARTTLS OAuth2 And the user name matches the email. Does anyone know what I might be doing wrong, and how I could fix it? Thank you!

Modified by psqlstr

You must log in to your account to reply to posts. Please start a new question, if you do not have an account yet.