If you cannot sort out the SMTP you could try using DavMail if your company has Exchange Web Services running.

Good evening,

My company is looking to enable homeworking for its employees. To be able to send mail using the Exchange server of the company is causing me headaches.

They use a Exchange 2010 server with SSL on port 995.

This is the copy of the log of the communication that I get when I want to send a mail through their smpt:

22:02:29.171: --- 8 Oct 2014, 22:02:29.171 ---
22:02:29.187: Connect to 'mail.essca.fr', timeout 30 seconds.
22:02:30.343: [*] SSL/TLS session established
22:02:30.343: [*] AES128-SHA, SSLv3, Kx=RSA, Au=RSA, Enc=AES(128), Mac=SHA1
22:02:30.343: [*] Peer's certificate name is '/C=FR/ST=PAYS-DE-LA-LOIRE/L=ANGERS/O=ESSCA/OU=ESSCA/CN=msx2010.essca.asso.fr'.
22:02:30.531: >> +OK The Microsoft Exchange POP3 service is ready.
22:02:30.531: << EHLO msx2010.essca.asso.fr
22:02:30.578: >> -ERR Protocol error. 19
22:02:30.578: << HELO msx2010.essca.asso.fr
22:02:30.609: >> -ERR Protocol error. 19

I did not find any documentation on the Internet about this type of error. I thought that maybe it was the domain HELO which caused this error, so I tried several other domains, from the one of my ISP to the one of the company. Nothing doing.

What is wrong? What should I modify?

Any thought helpful!

I don't know much about Exchange but the log indicates that you are connected to a POP3 service rather than SMTP. The port you are using is POP3 also.

I would just try sending on port 587   - I have exchange and it works for me, I can't remember if I added 587 or if it was there by default.

if that doesn't work then try port 25, which may not work if you are traveling.

Or 465. You might need also to check the server name. I was able to telnet smtp.essca.fr on port 25.

You may find this post helpful: http://community.pmail.com/forums/post/41523.aspx