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Can receive but not send email to Hotmail account through Thunderbird 102.15.1

  • 3 replies
  • 2 have this problem
  • Last reply by adriharp

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I have Thunderbird 102.15.1. I can receive emails from my Hotmail account (set up as POP3), and up until 22/09/2024 I could also send emails through Hotmail.

At some point after 22/09/2024 I am no longer able to send emails through Hotmail.

I have the following setting for the outgoing server (SMTP) (which worked fine until 22/09/2024):

Description: hotmail server name: smtp.office365.com Port: 587 Connection security: STARTTLS Authentication method: Normal password

When I try to send an email I get the following message:

 "Enter your password for adriharp@hotmail.com on smtp.office365.com:"

with the password dialog box underneath.

If I change the authentication method to OAUTH2 for the outgoing SMTP server, I very briefly see the "enter credentials" screen flash up, then the Sending message box appears and Thunderbird hangs until I hit the Cancel button. If I leave it to run, 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."

If I try to generate a new app password in my Microsoft account and enter this with the outgoing SMTP server authentication set to Normal Password, I get this message:

 "Login to server smtp.office365.com with username adriharp@hotmail.com failed."

I use OAUTH2 authentication for the incoming Hotmail server (SSL/TLS on outlook.office365.com). This works fine.

My questions are: - does anyone know why this change happened in the last few weeks ? - how can I change my settings in Thunderbird (and/or Microsoft Hotmail a/c) to send emails via my Hotmail account ? - do I need to upgrade Thunderbird to send emails via my Hotmail account ?

I am running Windows 7 on this laptop so I think my options to upgrade are limited to 115.10.01.

Thanks for your help.

I have Thunderbird 102.15.1. I can receive emails from my Hotmail account (set up as POP3), and up until 22/09/2024 I could also send emails through Hotmail. At some point after 22/09/2024 I am no longer able to send emails through Hotmail. I have the following setting for the outgoing server (SMTP) (which worked fine until 22/09/2024): Description: hotmail server name: smtp.office365.com Port: 587 Connection security: STARTTLS Authentication method: Normal password When I try to send an email I get the following message: "Enter your password for adriharp@hotmail.com on smtp.office365.com:" with the password dialog box underneath. If I change the authentication method to OAUTH2 for the outgoing SMTP server, I very briefly see the "enter credentials" screen flash up, then the Sending message box appears and Thunderbird hangs until I hit the Cancel button. If I leave it to run, 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." If I try to generate a new app password in my Microsoft account and enter this with the outgoing SMTP server authentication set to Normal Password, I get this message: "Login to server smtp.office365.com with username adriharp@hotmail.com failed." I use OAUTH2 authentication for the incoming Hotmail server (SSL/TLS on outlook.office365.com). This works fine. My questions are: - does anyone know why this change happened in the last few weeks ? - how can I change my settings in Thunderbird (and/or Microsoft Hotmail a/c) to send emails via my Hotmail account ? - do I need to upgrade Thunderbird to send emails via my Hotmail account ? I am running Windows 7 on this laptop so I think my options to upgrade are limited to 115.10.01. Thanks for your help.

Chosen solution

adriharp said

I am running Windows 7 on this laptop so I think my options to upgrade are limited to 115.10.01

Tb 115.15.0esr released on September 5 was the last to still support the eol Windows 7, 8, 8.1 and macOS 10.12-10.14.

For Firefox the last version that will support is Fx 115.21.0esr in March 2025 unless it gets extended again.

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All Replies (3)

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- ver 102 should work, but newer versions are recommended - MS decided to change requirements - sometimes, setting to Oauth2 requires a restart or reclicking the Edit button on SMTP pane.

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Chosen Solution

adriharp said

I am running Windows 7 on this laptop so I think my options to upgrade are limited to 115.10.01

Tb 115.15.0esr released on September 5 was the last to still support the eol Windows 7, 8, 8.1 and macOS 10.12-10.14.

For Firefox the last version that will support is Fx 115.21.0esr in March 2025 unless it gets extended again.

Helpful?

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Thanks everyone for your help.

I upgraded Thunderbird from 102.15.1 to 115.10.1, and I am now able to send emails via my Hotmail account with authentication set to Oauth2.

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