Hi Angelo,

Might this be because the server admins have configured only a subset of mail clients to connect - for example Outlook?

I can’t use MailMate with my corporate Outlook365 service because it throws up a HTTP based authentication/ask the admin for permission box and the admin won’t let me connect using MailMate.

Raza

On 20 Nov 2023, at 16:49, Alex Abdo wrote:

Angelo, thank you so much for the suggestion. I gave that a try but still ended up with the same issue. Here is the log from the activity viewer:

16:46:52 Clearing connection to outlook.office365.com
16:46:54 Ready to run action (type: 1000, retry count: 1)
16:46:54 Clearing connection to outlook.office365.com
16:46:54 Trying to connect to outlook.office365.com on port 993 (CFNetwork) without STARTTLS (required)
16:46:54 Resolved hostname (outlook.office365.com).
16:46:54 Prepare secure connection...
16:46:54 Successful connection.
16:46:54 Initiating secure connection...
16:46:54  Returned (4)...
16:46:54 Protocol version: kTLSProtocol12
16:46:54 S: * OK The Microsoft Exchange IMAP4 service is ready. [XXXXXXX]
16:46:54 C: A0 CAPABILITY
16:46:54 S: * CAPABILITY IMAP4 IMAP4rev1 AUTH=PLAIN AUTH=XOAUTH2 SASL-IR UIDPLUS ID UNSELECT CHILDREN IDLE NAMESPACE LITERAL+
16:46:54 S: A0 OK CAPABILITY completed.
16:46:54 Retrieving OAuth2 access token
16:46:54 Access token found in keychain
16:46:54 Access token expiration time: 2023-11-20 18:09:45 +0000
16:46:54 C: A1 AUTHENTICATE XOAUTH2 ••••••••••
16:46:58 S: A1 OK AUTHENTICATE completed.
16:46:58 C: A2 CAPABILITY
16:46:58 S: * CAPABILITY IMAP4 IMAP4rev1 AUTH=PLAIN AUTH=XOAUTH2 SASL-IR UIDPLUS MOVE ID UNSELECT CLIENTACCESSRULES CLIENTNETWORKPRESENCELOCATION BACKENDAUTHENTICATE CHILDREN IDLE NAMESPACE LITERAL+
16:46:58 S: A2 OK CAPABILITY completed.
16:46:58 C: A3 ID ("name" "MailMate" "version" "r5937" "vendor" "Freron Software" "contact" "[email protected]")
16:46:58 S: A3 BAD User is authenticated but not connected.
16:46:58 Warning: Detected Exchange IMAP server response state bug. Trying to work around it by interpreting it as a temporary connection issue.
16:46:58 Error code: 1004
16:46:58 Failed action (1000). Reset observed read/write timeouts: 8/8

16:46:58 Handling reply
16:46:58 Handling request
16:46:58 Trying to disconnect nicely (8)...
16:46:58 C: A4 LOGOUT
16:46:58 S: * BYE Microsoft Exchange Server IMAP4 server signing off.
16:46:58 S: A4 OK LOGOUT completed.


On Nov 19, 2023, at 1:02 AM, Angelo Machils <[email protected]> wrote:

Hello,

On 17 Nov 2023, at 18:55, Alex Abdo wrote:

I’m writing to see if anyone has advice for how to troubleshoot Mailmate’s compatibility with Office365.

I had this happen in the past several times. Office365 (cloud) would work fine and then stop working suddenly. The only thing I found that would work was to completely remove the account in MailMate. Also, I had to remove the key(s) in the Apple Keychain application. Then I set it up again and it kept working (for a while).

With regards,

Angelo Machils


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