Thunderbird and Outlook SMTP

[thesamim]

Version: 115.1.0 (64-bit) (tried with 114 as well.)

Set up an account that's based in outlook.live.com. Receiving emails just fine. Getting all folders.

Note: it's annoying AF that you have to restart TBird every time you make a smtp change!

Can't send emails. Authentication methods tried:

normal password	Login to server smtp.office365.com with username sami@... failed
Encryption password	The Outgoing server (SMTP) smtp.office365.com does not seem to support encrypted passwords. If you just set up the account, try changing the 'Authentication method' in 'Account settings | Outgoing server (SMTP)' to 'Normal password'.
Kerberos	ditto
NTLM	ditto
oAuth2	Login to server smtp.office365.com with username sami@... failed. NOTE: I see no evidence that it tried to get a token.

[termite728]

in my case,

Thunderbird A migrated to current upgrade with some hassles with Microsoft concerning access. In that instance Tools-AccoutSettings SMTP Oauth2

Thunderbird B migrated to current upgrade with persistent failures. I removed saved login/password entries. No success. I then modified Tools-AccoutSettings SMTP Normal Password Success was had.

Both A & B function with the different setting between them. The specific accounts are all @outlook.com

Termite728

[termite728]

Termite728; Over a 6-week interval, the problem diminished and ceased on the problem machine. All is well at this point with Thunderbird across my units servicing multiple outlook accounts on each. In my opinion the mail provider is the primary suspect.

[thesamim]

Tried all that.  No success.

In debugger, looking at the network traffic:

When I use oAuth2, I can see the request for the token being made, a valid response is received. Then nothing.

When I use normal password: I see no requests going out.

[startherese]

WHEN will TBIRD catch up with the rest of the industry and create a permanent fix for authentication using exchange server settings? This needs to be solved - period. I'm a small business owner and my web/email hosting has completely stopped using pop and smtp server settings. So after using Tbird for 25 years, I'm scre*ed. TBIRD needs to be the one to change - stop passing the buck. Using the browser and microsoft email programs is a time-wasting nightmare. PLEASE FIX THIS!!

[rolandog]

Thunderbird can't issue a fix for something that Microsoft broke disabled by default:

• Microsoft OAuth Authentication and Thunderbird in 2023 
• (tangentially related) Enable or disable authenticated client SMTP submission (SMTP AUTH) in Exchange Online 

[pettys]

After much trouble, I found I had to enable SMTP AUTH at both the domain level AND the mailbox level. I used the instructions here:

https://learn.microsoft.com/en-us/exchange/clients-and-mobile-in-exchange-online/authenticated-clien...

I did both the `Set-TransportConfig` and the `Set-CASMailbox` in order to get it to work.

[blued]

Too many hoops and barrels to jump through to resolve this. Started using Windows Live Mail and works right out of the box. Goodbye thunderbird, been nice knowing you.