Hi Mailmate Gurus,

I’m running r6272 with three accounts, one of which is a @hotmail.com outlook account. I’m unable to send messages from this account, but can fetch and move existing messages between folders/trash just fine. Watching the activity viewer under the SMTP tab for this account while I press the “retry” button on the failed send, I get the following log:

```
15:51:42 Ready to run action (type: 0, retry count: 3)
15:51:42 Clearing connection to smtp-mail.outlook.com
15:51:42 Attempting to connect to smtp-mail.outlook.com:587 (Network.framework, plain text) 15:51:42 S: 220 BL1PR13CA0181.outlook.office365.com Microsoft ESMTP MAIL Service ready at Mon, 17 Nov 2025 15:51:30 +0000 [08DE251370C95BA9]
15:51:42 C: EHLO [100.98.25.35]
15:51:42 S: 250-BL1PR13CA0181.outlook.office365.com Hello [155.33.135.35]
15:51:42 S: 250-SIZE 157286400
15:51:42 S: 250-PIPELINING
15:51:42 S: 250-DSN
15:51:42 S: 250-ENHANCEDSTATUSCODES
15:51:42 S: 250-STARTTLS
15:51:42 S: 250-8BITMIME
15:51:42 S: 250-BINARYMIME
15:51:42 S: 250-CHUNKING
15:51:42 S: 250 SMTPUTF8
15:51:42 Error: Cannot authenticate as “[email protected]since the server does not support any authentication methods.
15:51:42 Error code: 6
15:51:42 Failed action (0). Reset observed read/write timeouts: 8/8

15:51:42 Handling reply
15:52:13 Handling request
15:52:13 C: QUIT
15:52:13 S: 221 2.0.0 Service closing transmission channel
15:52:13 Clearing connection to smtp-mail.outlook.com
15:52:13 Ready to run action (type: 3, retry count: 0)
15:52:13 Clearing connection to smtp-mail.outlook.com
15:52:13 Completed action (3). Observed read/write timeouts: 8/8
```

Is there some setting I need to change to allow me to send outgoing mail?

Thank you!

Sincerely,
Jonah
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