Office 365 Setup

[sentinelace]

I am following this guide:

Steps to getting FreePBX to work with Office 365 email

Introduction Using the Commercial System Admin module makes this a bit easier. It would still be possible to do this without the Commercial System Admin module, but you will need to configure many more options manually through editing the files of course. See “Setup Postfix Manually” (below) in the references section. Many of the Asterisk, FreePBX, Linux gurus out there don’t yet fully understand, is that Office 365 is more paranoid than most SMTP systems. It requires a few things before an em…

Did all that but get “unknown user Sentinel” in debug which does exist in office 365

Feb 28 10:18:40 SentecPBX postfix/local[29837]: C71C32F86: to=[email protected], relay=local, delay=0.24, delays=0.13/0.06/0/0.05, dsn=5.1.1, status=bounced (unknown user: “sentinel”)
Feb 28 10:18:40 SentecPBX postfix/cleanup[29831]: F2EAF3559: message-id=[email protected]
Feb 28 10:18:40 SentecPBX postfix/qmgr[29426]: F2EAF3559: from=<>, size=2349, nrcpt=1 (queue active)
Feb 28 10:18:41 SentecPBX postfix/bounce[29838]: C71C32F86: sender non-delivery notification: F2EAF3559
Feb 28 10:18:41 SentecPBX postfix/local[29837]: F2EAF3559: to=[email protected], relay=local, delay=0.03, delays=0/0/0/0.02, dsn=2.0.0, status=sent (delivered to mailbox)
Feb 28 10:18:41 SentecPBX postfix/qmgr[29426]: F2EAF3559: removed
Feb 28 10:18:41 SentecPBX postfix/qmgr[29426]: C71C32F86: removed

[penguinpbx (C. Maj)]

@sentinelace

Feb 28 10:18:41 SentecPBX postfix/local[29837]: F2EAF3559: to=[email protected], relay=local, delay=0.03, delays=0/0/0/0.02, dsn=2.0.0, status=sent (delivered to mailbox)

But that worked ? You see email in the “asterisk” user mail box via 365 ? Check SPAM ?

[sentinelace]

@penguinpbx

But that worked ? You see email in the “asterisk” user mail box via 365 ? Check SPAM ?

Where is it getting user asterisk?

[penguinpbx (C. Maj)]

Probably /etc/asterisk/voicemail.conf

[sentinelace]

close now but it wants to send from asterisk email which I don’t have and therefore I get SendAsDeniedException in the debug.

Why is it trying to send from [email protected]? How do I change this?

[waldrondigital (Mike Waldron)]

This is a great tutorial below - which I use for most of my installs. Because Office 365 (versus Gmail) only allows you to send as the primary email (or associated alias/group), you need to be sure to rewrite the header to always come from that user. For instance if your user is [email protected], you need to make SURE that all messages are sent FROM that address, otherwise Office 365 will reject it outright.

https://secopsmonkey.com/mail-relaying-postfix-through-office-365.html

[sentinelace]

it’s working now but still sending from [email protected] which I don’t want

Backup emails also are adding the hostname in front of the domain

[waldrondigital (Mike Waldron)]

You need to rewrite the header to overwrite any address with your Office 365 user. I also have this from my notes:

Here’s an example of an /etc/postfix/smtp_header_checks configuration that will change the From(header) address of every outgoing message to LOCALHOST System <[email protected]>:

/^From:.*/ REPLACE From: LOCALHOST System <[email protected]>

Please note I’m not a regex expert, so you may want to test your own regex rather than relying on the one above.

After adding smtp_header_checks, the following config option must be added to /etc/postfix/main.cf:

smtp_header_checks = pcre:/etc/postfix/smtp_header_checks

Then reload the postfix config (assuming systemd) and send a test message:

sudo systemctl reload postfix

sendmail [email protected] << EOF Subject: Test email to root. Testing. EOF