My school email (personal) which uses office365 converted to
only "Modern Auth" on Oct 1, 2022.
Since then I can read my email via IMAP just fine. But I can't send
email (via SMTP).
Here is the Activity Viewer for SMTP when I attempt to send the
message:
05:31:10 Handling request
05:31:10 Ready to run action (type: 0, retry count: 0)
05:31:10 Clearing connection to outlook.office365.com
05:31:10 Trying to connect to outlook.office365.com on port 587
(CFNetwork) with STARTTLS (required)
05:31:10 Resolved hostname (outlook.office365.com).
05:31:10 Successful connection.
05:31:10 Ready for reading.
05:31:10 S: 220 PH0P220CA0011.outlook.office365.com Microsoft ESMTP
MAIL Service ready at Wed, 12 Oct 2022 05:31:10 +0000
05:31:10 C: EHLO [10.81.234.15]
05:31:10 S: 250-PH0P220CA0011.outlook.office365.com Hello
[136.52.124.238]
05:31:10 S: 250-SIZE 157286400
05:31:10 S: 250-PIPELINING
05:31:10 S: 250-DSN
05:31:10 S: 250-ENHANCEDSTATUSCODES
05:31:10 S: 250-STARTTLS
05:31:10 S: 250-8BITMIME
05:31:10 S: 250-BINARYMIME
05:31:10 S: 250-CHUNKING
05:31:10 S: 250 SMTPUTF8
05:31:10 C: STARTTLS
05:31:10 S: 220 2.0.0 SMTP server ready
05:31:10 Initiating secure connection...
05:31:10 Prepare secure connection...
05:31:10 Returned (4)...
05:31:10 Protocol version: kTLSProtocol12
05:31:10 C: EHLO [10.81.234.15]
05:31:10 S: 250-PH0P220CA0011.outlook.office365.com Hello
[136.52.124.238]
05:31:10 S: 250-SIZE 157286400
05:31:10 S: 250-PIPELINING
05:31:10 S: 250-DSN
05:31:10 S: 250-ENHANCEDSTATUSCODES
05:31:10 S: 250-AUTH LOGIN XOAUTH2
05:31:10 S: 250-8BITMIME
05:31:10 S: 250-BINARYMIME
05:31:10 S: 250-CHUNKING
05:31:10 S: 250 SMTPUTF8
05:31:10 Retrieving password (keychain or user request)
05:31:10 C: AUTH XOAUTH2
••••••••••
05:31:19 Waited 9 seconds on read.
05:31:19 S: 535 5.7.139 Authentication unsuccessful,
SmtpClientAuthentication is disabled for the Mailbox. Visit
https://aka.ms/smtp_auth_disabled
for more information. [PH0P220CA0011.NAMP220.PROD.OUTLOOK.COM]
05:31:19 Error: Unexpected return code 535 (expected 235):
“5.7.139 Authentication unsuccessful,
SmtpClientAuthentication is disabled for the Mailbox. Visit
https://aka.ms/smtp_auth_disabled
for more information.
[PH0P220CA0011.NAMP220.PROD.OUTLOOK.COM]”. 05:31:19 Error
code: 2000
05:31:19 Failed action (0). Reset observed read/write timeouts:
8/8
05:31:19 Handling reply
For my IMAP Account Settings:
IMAP Server: outlook.office365.com
Require SSL: enabled
Oauth2: enabled
SMTP Server: outlook.office365.com
Require SSL: enabled
Oauth2: enabled
If I use Apple Mail, it works.
I deleted all the keychain entries for "mailmate" that had exchange
in it,
signed out "everywhere" for my office365 account at office.com.
To no avail.
I actually have another office365.com account for work.
My work just migrated to using office365, and I'm experiencing the
same issue
with it. I can read my email with IMAP, but can't send email via
SMTP.
Same error message as above.
benny