http://www.ritlabs.com New posts in Outlook SMTP of forum at www.ritlabs.com [www.ritlabs.com] en http://backend.userland.com/rss2 Fri, 31 Jul 2026 20:33:59 +0300 Outlook SMTP Sent messages never leave the outbox... in forum The Bat! - Configuring the E-mail Client.
Should be fixed in v12.3:

• Fixed OAuth authentication for Outlook.com and Microsoft 365
  

31 July 2026 20:33:59, Miloš Radovanović.]]> http://www.ritlabs.com/en/forums/forum4/topic16755/message58844/ http://www.ritlabs.com/en/forums/forum4/topic16755/message58844/ Fri, 31 Jul 2026 20:33:59 +0300 The Bat! - Configuring the E-mail Client Outlook SMTP Sent messages never leave the outbox... in forum The Bat! - Configuring the E-mail Client.
>> We had to fix outlook.com / office365 OAUTH flow, so  12.2.0.17 beta is now available
Ask support about beta download links fot the test. For those who's have it this problems.
22 July 2026 21:38:04, George Salnik.]]> http://www.ritlabs.com/en/forums/forum4/topic16755/message58831/ http://www.ritlabs.com/en/forums/forum4/topic16755/message58831/ Wed, 22 Jul 2026 21:38:04 +0300 The Bat! - Configuring the E-mail Client Outlook SMTP Sent messages never leave the outbox... in forum The Bat! - Configuring the E-mail Client.
Could it be that you need to generate and use an app password for third party email clients, or that you have to approve your Windows machine or whitelist The Bat somewhere in your Outlook or Microsoft account settings?
02 July 2026 08:12:00, Daniel van Rooijen.]]> http://www.ritlabs.com/en/forums/forum4/topic16755/message58784/ http://www.ritlabs.com/en/forums/forum4/topic16755/message58784/ Thu, 02 Jul 2026 08:12:00 +0300 The Bat! - Configuring the E-mail Client Outlook SMTP Sent messages never leave the outbox... in forum The Bat! - Configuring the E-mail Client.
One more thing to check: Account -> Properties -> Mail Management. "Sent mail" should be checked, and the correct IMAP mailbox on the server selected from the drop-down box. See if you can do the same with "Outbox". Or maybe turn off Outbox. On GMail there is no appropriate server-side mailbox for it.

Also, you can take a look at Account -> IMAP Folders -> Manage IMAP folders, to see what's going on with the folder mappings (subscriptions).
01 July 2026 09:35:21, Miloš Radovanović.]]> http://www.ritlabs.com/en/forums/forum4/topic16755/message58782/ http://www.ritlabs.com/en/forums/forum4/topic16755/message58782/ Wed, 01 Jul 2026 09:35:21 +0300 The Bat! - Configuring the E-mail Client Outlook SMTP Sent messages never leave the outbox... in forum The Bat! - Configuring the E-mail Client.
Yes, Outlook is similar. But deleting TB permissions does not work. I've been talking to support, who appear to be unable to help. They say that they set up an outlook account and it works perfectly, however using my email address, they were unable to send emails (IMAP, as always, worked fine). I would think that there was something wrong with my account, were it not for the fact that FairEmail on Android works with no problems.
30 June 2026 19:04:28, Stephen Hocker.]]> http://www.ritlabs.com/en/forums/forum4/topic16755/message58781/ http://www.ritlabs.com/en/forums/forum4/topic16755/message58781/ Tue, 30 Jun 2026 19:04:28 +0300 The Bat! - Configuring the E-mail Client Outlook SMTP Sent messages never leave the outbox... in forum The Bat! - Configuring the E-mail Client.

====quote====
Stephen Hocker wrote:
I'm using oauth for the imap inbound connection. There is no oauth2 option.
=============

That is actually OAUTH2, it's fine.

Two things to try come to mind:
1. Switching between STARTTLS and TLS in TB account properties.
2. Forcing re-authentication. I wouldn't know how to exactly do that with Outlook, but with GMail it would involve going to Google account properties, finding the list of apps with permissions, and deleting TB from there. I assume something like that may exist for MS accounts.
21 June 2026 21:48:22, Miloš Radovanović.]]> http://www.ritlabs.com/en/forums/forum4/topic16755/message58777/ http://www.ritlabs.com/en/forums/forum4/topic16755/message58777/ Sun, 21 Jun 2026 21:48:22 +0300 The Bat! - Configuring the E-mail Client Outlook SMTP Sent messages never leave the outbox... in forum The Bat! - Configuring the E-mail Client.
I'm using oauth for the imap inbound connection. There is no oauth2 option.  
21 June 2026 18:34:57, Stephen Hocker.]]> http://www.ritlabs.com/en/forums/forum4/topic16755/message58776/ http://www.ritlabs.com/en/forums/forum4/topic16755/message58776/ Sun, 21 Jun 2026 18:34:57 +0300 The Bat! - Configuring the E-mail Client Outlook SMTP Sent messages never leave the outbox... in forum The Bat! - Configuring the E-mail Client.

====quote====
Stephen Hocker wrote:
I have no authentication options only one tickbox to 'perform SMTP authentication (RFFC 2554)'
=============

Check out "Authentication..." under "Receive mail", more options should be there.
20 June 2026 20:03:13, Miloš Radovanović.]]> http://www.ritlabs.com/en/forums/forum4/topic16755/message58774/ http://www.ritlabs.com/en/forums/forum4/topic16755/message58774/ Sat, 20 Jun 2026 20:03:13 +0300 The Bat! - Configuring the E-mail Client Outlook SMTP Sent messages never leave the outbox... in forum The Bat! - Configuring the E-mail Client.
I have no authentication options only one tickbox to 'perform SMTP authentication (RFFC 2554)'
20 June 2026 14:29:10, Stephen Hocker.]]> http://www.ritlabs.com/en/forums/forum4/topic16755/message58771/ http://www.ritlabs.com/en/forums/forum4/topic16755/message58771/ Sat, 20 Jun 2026 14:29:10 +0300 The Bat! - Configuring the E-mail Client Outlook SMTP Sent messages never leave the outbox... in forum The Bat! - Configuring the E-mail Client.
Have you tried OAuth 2.0 for authentication?
19 June 2026 02:44:25, Daniel van Rooijen.]]> http://www.ritlabs.com/en/forums/forum4/topic16755/message58768/ http://www.ritlabs.com/en/forums/forum4/topic16755/message58768/ Fri, 19 Jun 2026 02:44:25 +0300 The Bat! - Configuring the E-mail Client Outlook SMTP Sent messages never leave the outbox... in forum The Bat! - Configuring the E-mail Client.
I'm running Home v12.2. I've added two outlook accounts: IMAP works perfectly, SMTP does not. All messages I send just sit in the outbox. Initially the software asks me to re-insert my password (despite the setup including my password) and then returns the 'Client not authenticated to send mail' error.
The accounts are set up correctly. I can find no answer in these forums and have had no response from support. Does anybody have any thoughts?

FYI I have various Gmail accounts, all of which work perfectly well with TB; the outlook accounts all work as they should using the Outlook software at work and Fairemail on my mobile.
17 June 2026 13:27:51, Stephen Hocker.]]> http://www.ritlabs.com/en/forums/forum4/topic16755/message58763/ http://www.ritlabs.com/en/forums/forum4/topic16755/message58763/ Wed, 17 Jun 2026 13:27:51 +0300 The Bat! - Configuring the E-mail Client