Hi there. We, until recently, have been integrating Office 365 and our Mitel 5.1 phone server with no problem. This allowed our voicemails to be delivered to our inboxes. Sometime last week, all of the sudden, it stopped. There were no changes on our end that I am aware of. I checked the logs and am seeing this:
Jul 9 12:52:17 Mitel5000 debug: Exim version 3.36 debug level 1 uid=0 gid=0
Jul 9 12:52:17 Mitel5000 debug: Berkeley DB: Sleepycat Software: Berkeley DB 3.3.11: (July 12, 2001)
Jul 9 12:52:17 Mitel5000 exim[6709]: 1Uwb9F-0001kD-00 <= user1@mydomain.com U=root P=local S=1341 T="Welcome to E-Mail Synchronization"
Jul 9 12:52:17 Mitel5000 debug: LOG: 0 MAIN
Jul 9 12:52:17 Mitel5000 debug: <= user1@mydomain.com U=root P=local S=1341 T="Welcome to E-Mail Synchronization"
Jul 9 12:52:17 Mitel5000 debug: delivering message 1Uwb9F-0001kD-00
Jul 9 12:52:17 Mitel5000 debug: Connecting to (My Outlook Server) [157.56.232.54.587] ... connected
Jul 9 12:52:17 Mitel5000 debug: SMTP<< 220 (My Outlook Server) Microsoft ESMTP MAIL Service ready at Tue, 9 Jul 2013 16:52:17 +0000
Jul 9 12:52:17 Mitel5000 debug: SMTP>> EHLO Mitel5000.mydomain.com#015
Jul 9 12:52:17 Mitel5000 debug: SMTP<< 250-(My Outlook Server) Hello [(My IP address)]
Jul 9 12:52:17 Mitel5000 debug: 250-SIZE 36700160
Jul 9 12:52:17 Mitel5000 debug: 250-PIPELINING
Jul 9 12:52:17 Mitel5000 debug: 250-DSN
Jul 9 12:52:17 Mitel5000 debug: 250-ENHANCEDSTATUSCODES
Jul 9 12:52:17 Mitel5000 debug: 250-STARTTLS
Jul 9 12:52:17 Mitel5000 debug: 250-AUTH
Jul 9 12:52:17 Mitel5000 debug: 250-8BITMIME
Jul 9 12:52:17 Mitel5000 debug: 250-BINARYMIME
Jul 9 12:52:17 Mitel5000 debug: 250 CHUNKING
Jul 9 12:52:17 Mitel5000 debug: SMTP>> STARTTLS#015
Jul 9 12:52:17 Mitel5000 debug: SMTP<< 220 2.0.0 SMTP server ready
Jul 9 12:52:17 Mitel5000 debug: Initialised TLS (OpenSSL/0.9.8beta)
Jul 9 12:52:18 Mitel5000 debug: Cipher: TLSv1:AES128-SHA:128
Jul 9 12:52:18 Mitel5000 debug: SMTP>> EHLO Mitel5000.mydomain.com#015
Jul 9 12:52:18 Mitel5000 debug: SMTP<< 250-(My Outlook Server) Hello [(My IP address)]
Jul 9 12:52:18 Mitel5000 debug: 250-SIZE 36700160
Jul 9 12:52:18 Mitel5000 debug: 250-PIPELINING
Jul 9 12:52:18 Mitel5000 debug: 250-DSN
Jul 9 12:52:18 Mitel5000 debug: 250-ENHANCEDSTATUSCODES
Jul 9 12:52:18 Mitel5000 debug: 250-AUTH LOGIN
Jul 9 12:52:18 Mitel5000 debug: 250-8BITMIME
Jul 9 12:52:18 Mitel5000 debug: 250-BINARYMIME
Jul 9 12:52:18 Mitel5000 debug: 250 CHUNKING
Jul 9 12:52:18 Mitel5000 debug: SMTP>> AUTH LOGIN#015
Jul 9 12:52:18 Mitel5000 debug: SMTP<< 334 VXNlcm5hbWU6
Jul 9 12:52:18 Mitel5000 debug: SMTP>> dm1haWxAZW1heGltYXRpb24uY29t#015
Jul 9 12:52:18 Mitel5000 debug: SMTP<< 334 UGFzc3dvcmQ6
Jul 9 12:52:18 Mitel5000 debug: SMTP>> cEBzc3cwcmQ=#015
Jul 9 12:52:18 Mitel5000 debug: SMTP<< 235 2.7.0 Authentication successful
Jul 9 12:52:18 Mitel5000 debug: SMTP>> MAIL FROM:<user1@mydomain.com> SIZE=2378#015
Jul 9 12:52:18 Mitel5000 debug: SMTP>> RCPT TO:<user2@mydomain.com>#015
Jul 9 12:52:18 Mitel5000 debug: SMTP>> DATA#015
Jul 9 12:52:18 Mitel5000 debug: SMTP<< 250 2.1.0 Sender OK
Jul 9 12:52:18 Mitel5000 debug: SMTP<< 250 2.1.5 Recipient OK
Jul 9 12:52:18 Mitel5000 debug: SMTP<< 354 Start mail input; end with <CRLF>.<CRLF>
Jul 9 12:52:18 Mitel5000 debug: SMTP>> writing message and terminating "."
Jul 9 12:52:24 Mitel5000 exim[6712]: 1Uwb9F-0001kD-00 ** user2@mydomain.com R=smarthost T=remote_smtp: SMTP error from remote mailer after end of data: host (My Outlook Server) [157.56.232.54]: 550 5.7.1 Client does not have permissions to send as this sender
Jul 9 12:52:24 Mitel5000 debug: SMTP<< 550 5.7.1 Client does not have permissions to send as this sender
Jul 9 12:52:24 Mitel5000 debug: SMTP>> QUIT#015
Jul 9 12:52:24 Mitel5000 debug: tls_close(): shutting down SSL
Jul 9 12:52:24 Mitel5000 debug: LOG: 0 MAIN
Jul 9 12:52:24 Mitel5000 debug: ** user2@mydomain.com R=smarthost T=remote_smtp: SMTP error from remote mailer after end of data: host (My Outlook Server) [157.56.232.54]: 550 5.7.1 Client does not have permissions to send as this sender
Jul 9 12:52:24 Mitel5000 exim[6712]: 1Uwb9F-0001kD-00 Process failed (69) when writing error message to user1@mydomain.com (frozen)
Jul 9 12:52:24 Mitel5000 debug: LOG: 0 MAIN
Jul 9 12:52:24 Mitel5000 debug: Process failed (69) when writing error message to user1@mydomain.com (frozen)
Every result I have come across says we need to set up a relay but I fail to see why when all the settings on my end are still the same and nothing else has changed that we are aware of. I checked my email setttings in the phone and the email/password are correct, and we are using port 587 as we should. Has anyone else had a problem similar to this? Any help would be greatly appreciated.