Email Config with Encryption not connecting STARTTLS

danibaez

We recently migrated our email to Microsoft office 365 which would only allow connection with STARTTLS, since this our email configuration is refusing to connect.
Failed to connect to smtp.office365.com:587 [SMTP: Failed to connect socket: Connection refused (code: -1, response: )]

ntozier

Please help us to help you by reading and following the posting guidelines located in this thread: Please read before requesting assistance. The more information you give us the better we will be able to assist you. Thank you.

Environment details? (see Admin panel -> Dashboard -> Information)

Connection refused is generally the remote end or a firewall between the server and teh remote end.

danibaez

Server Information:
osTicket Version v1.16.3 (e148727) — Up to date
Web Server Software Apache
MySQL Version 5.6.51
PHP Version 8.0.18

danibaez

The option for STARTLS isn't available for email, this is why the email server is refusing the connection. 🙁

KevinTheJedi

danibaez

Can you add tls:// to the beginning of the hostname? So instead of smtp.office365.com put tls://smtp.office365.com and retest. If all else fails you need to make sure your openssl is up-to-date on your server and retest.

Cheers.

bards

KevinTheJedi
please see the below error when adding tls://. please help me.

Failed to connect to tls://smtp.office365.com:587 [SMTP: Failed to connect socket: stream_socket_client(): unable to connect to tls://smtp.office365.com:587 (Unknown error) (code: -1, response: )]

danibaez

Thanks, it's not tls its supposed to work with starttls. I will see if this works.

KevinTheJedi

danibaez

Literally same thing as far as this is concerned.

Cheers.

KevinTheJedi

bards

You need to check your server to see if you have a firewall, blocked port, etc. You can attempt to telnet to the host and port from your server's cli to see if you can actually connect.

Cheers.

ntozier

@bards you should really start your own thread. This one is 6 months old.
Please help us to help you by reading and following the posting guidelines located in this thread: Please read before requesting assistance. The more information you give us the better we will be able to assist you. Thank you.

Environment details? (see Admin panel -> Dashboard -> Information)